Gold Siesta Key Vacation Rentals

All Pool Options

230 matching vacation rentals found.

We receive new listings daily. Call your agent at 888.478.2796 for an up to date list of available rental options.

Vacation Condo with views of Gulf of Mexico.

Out Door PoolLuxury Rental on Siesta Key
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1695/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key 2 Bedroom Vacation Rental Condo With Pool

luxury siesta key condo with out door pool Siesta KeyModern Kitchen With Breakfast Bar
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1763/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Home with Private Pool and Hot Tub Sleeps 12


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4389/Week plus taxes and fees

Available: Yes888-478-2796

Looking for a wow factor? Gulf Of Mexico Beach Views

Poolside lounging chairsBreakfast bar
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1713/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Stylish Vacation Condo with FULL Gulf Views


  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Penthouse for Rent with Five Bedrooms- A Rare Find


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes888-478-2796

Best Beach Location Two Bedroom Vacation Rentals

Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2000/Week plus taxes and fees

Available: Yes888-478-2796

Posh 4 bedroom Home For Rent Boat Dock, Pool Great Rental!


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3389/Week plus taxes and fees

Available: Yes888-478-2796

6 Bedroom Vacation Rental with Pool - Near Beach


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 5 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Beach Condo with Beach Views Wow

Palm Bay Club Siesta KeyLiving Room TV Sofa
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Renal One Bedroom Beach Condo

Well Equipped Kitchen
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1495/Week plus taxes and fees

Available: Yes888-478-2796

Pool Home Casual Beachy Vacation Rental with Three Bedrooms

Large outdoor poolPool Vacation Home on Siesta key
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5054/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key Value Priced Resort Condos Walk to Beach

Community heated pool Siesta KeyCharming studio for rent in Siesta Key, Florida
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: Yes888-478-2796

Five Bedroom Town House on Siesta Key with Private Pool


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 15
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $5187/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Pool Home Sleeps 11 Guests


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes888-478-2796

Vacation Town Vacation Home with Pool TWO BLOCKS TO BEACH

walk to siesta key beach
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2100/Week plus taxes and fees

Available: Yes888-478-2796

3 Bedroom Vacation Rental Private Pool Sleeps 6

Siesta Key Three Bedroom Vacation Home PoolMaster Bedroom King Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7195/Month plus taxes and fees

Available: Yes888-478-2796

Luxury Rental Three Bedrooms Gulf Views & Pool


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes888-478-2796

Sleeps Eight Three Bedrooms Private Pool


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $12495/Month plus taxes and fees

Available: Yes888-478-2796

Modern, Upscale Views of The Gulf of Mexico Penthouse


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes888-478-2796

Luxury 2 Bedroom Beachfront Rental Views of Beach


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2000/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Luxury Beach Condo 2 Bedroom Pool Gulf Views


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2,300/Week plus taxes and fees

Available: Yes888-478-2796

One Bedroom View of the Gulf of Mexico Two Big Beds !


  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1695/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Rental Cottage/Rent Both Sleep 12!


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: Yes888-478-2796

One of The Few Beach Houses For Rent on Sand


  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes888-478-2796

5 Bedroom Luxury Rental Townhome Just Steps Beach


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy:
  • 5 Bedrooms
  • 3 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes888-478-2796

Stunning Siesta Key Vacation Rental- Penthouse


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2994.00/Week plus taxes and fees

Available: Yes888-478-2796

Lovely Siesta Key 1 bd 1 ba

Siesta Key, Florida condo rental resort
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: Yes888-478-2796

A great 2 Bedroom Condo on Siesta Key

Siesta Key Beaches a Short Walk AwayBalcony with comfortable outdoor furniture
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: Yes888-478-2796

Hacienda Style Luxury Estate Home Sleeps 14

Siesta Key Rental - Exterior View at Night
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy:
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $14995/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key 1 Bedroom Gulf Views Beach Front Pool Sleeps 4

Lanai with Outside Furniture
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1595/Week plus taxes and fees

Available: Yes888-478-2796

Amazing Five Bedroom Vacation l home with Pool- Sleeps 15

Siesta Key White Sandy BeachContemporary Siesta Key Vacation Home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $3325/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Four Bedroom Rental Home with Pool 3 Blocks Beach

Canal Front Home with Pool in Siesta Key, Florida
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2992/Week plus taxes and fees

Available: Yes888-478-2796

A Terrific Penthouse Close to Beach


  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4995/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Siesta Key Rentals

Great beach front vacation condo in Siesta Key, FloridaLiving room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $8995/Month plus taxes and fees

Available: Yes888-478-2796

Beachfront Vacation Rental- Gulf Views- Three bedrooms


  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1800/Week plus taxes and fees

Available: Yes888-478-2796

2 Bedroom Condo Bay Condo Walk to Beach

Master bedroom with king bedLiving Room with Comfy Seating
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1064/Week plus taxes and fees

Available: Yes888-478-2796

Posh Luxury Penthouse Great Pool & Interior Sleeps 8


  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3895/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Siesta Key Vacation Rental


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes888-478-2796

Stunning Luxury Vacation Home with 5 Bedroom Pools


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $4655/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Bay front home with Boat Dock and Private pool


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $3990/Week plus taxes and fees

Available: Yes888-478-2796

Beaches 2 Min Walk Away Three Bedroom Town Home

Siesta Key Beach Close to RentalExterior rental
  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $2190/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Home with Private Pool 3 Min to Beaches.


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes888-478-2796

Penthouse Vacation Rental Siesta Key Flip Flop Walk to Beach

Fully Equipped KitchenFront View of Property
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4246/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Plus Den Luxury Vacation home Private Pool !


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1900/Week plus taxes and fees

Available: Yes888-478-2796

Stunning Vacation Rental Townhome Pool Close to Beaches


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3695/Week plus taxes and fees

Available: Yes888-478-2796

Views of the Gulf Of Mexico From Luxury beach Condo


  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $4400/Month plus taxes and fees

Available: Yes888-478-2796

Close to Siesta Key Village A great Town House


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Luxury Siesta Key Four Bedroom Vacation Home - Large Pool


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3995/Month plus taxes and fees

Available: Yes888-478-2796

Classy Three Bedroom For Rent- Simply the Best Large Home


  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Condo 887236


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $6995/Month plus taxes and fees

Available: Yes888-478-2796

Short Walk to Our World Famous Beach Three Bedroom Rental

Community swimming pool for guest use
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 5
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes888-478-2796

Value Priced without Giving up Location and Amenities


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $812/Week plus taxes and fees

Available: Yes888-478-2796

A Very Lovely Siesta Key Vacation Rental Condo

Communal Pool at this Siesta Key ComplexGulf View Vacation Rental in Siesta Key, Florida
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $937/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key 1 Beach Front Vacation Rental Sleeps 4

Gulf View Penthouse for Rent in Siesta Key, FloridaExterior View
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 3
  • 1 Bedroom
  • 1 Bathroom

Starting at $1092/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key beach Rentals Three Bedrooms are Hard to Find!

Gulf View from Living Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Beach Condo for your Next Vacation to Siesta Key


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1500/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Beach to Bay Community


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1368/Week plus taxes and fees

Available: Yes888-478-2796

Ideally Situated Between the 2 Best Beaches on Siesta


  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4795/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom- Luxury Siesta Key Home with Pool on the Water


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Stroll To Beach Rental on Siesta Key

Living & Dining Area
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2695/Week plus taxes and fees

Available: Yes888-478-2796

Flip Flop Walk to The Beach


  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1895/Week plus taxes and fees

Available: Yes888-478-2796

Charming Three Bedroom Condo For Rent Great Property


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1862/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Two Bedroom Rental


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1596/Week plus taxes and fees

Available: Yes888-478-2796

Lovely Siesta Key Rental One Bedroom Sleep Four


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $2000/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key 2 Bedroom 2 Bathroom Vacation Rental


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes888-478-2796

One Bedroom Siesta Key Vacation Rental


  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key One Bedroom Rental at a Value Price

Living Area
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Rent One or Both Units 4 Min Walk to Siesta Key Beaches


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2695/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Vacation Condo Siesta Key walk to Beach


  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5795/Month plus taxes and fees

Available: Yes888-478-2796

Large Pool Home Rent One or Multiple Units


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Rent One or All units and Sleep up to 12 Guests


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental with two Bedrooms Walk to Beach


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Vacation Rental Home with Two Bedrooms


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Two Bedroom Vacation Rentals Siesta Key Walk to Beach


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Vacation Home with Pool Sleeps 10

Third Bedroom has Queen Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4389/Week plus taxes and fees

Available: Yes888-478-2796

Rent 1 Villa or Both Villas on Siesta Key Combined Sleeps 12


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Rent One or Both Units at Siesta Key Accommodations


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Luxury Rental Accommodation One Block Beach


  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3059/Week plus taxes and fees

Available: Yes888-478-2796

Charming 2 Bedroom Cottage Siesta Key Walk to Beach


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Beach Cottage Near Village


  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1456/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Condo 888355


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1134/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Condo 888376


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1134/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Beach Rental Condo Two Bedrooms


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1470/Week plus taxes and fees

Available: Yes888-478-2796

A great Beach Vacation Condo Gulf Views and Close to Village


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1470/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental with Two Bedrooms & Gulf Views!


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1470/Week plus taxes and fees

Available: Yes888-478-2796

Ground Level 2 Bedroom Vacation Condo with Sun Deck


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1134/Week plus taxes and fees

Available: Yes888-478-2796

3rd Floor, Garden View Condo, steps to beach at Siesta Dunes


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 4 Bathrooms

Starting at $1134/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Value Vacation Rental Property

Dining RoomView from Balcony
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1470/Week plus taxes and fees

Available: Yes888-478-2796

Upscale Beachfront Condo Gulf Views Pool Three Bedrooms


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3100/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Condo 888418

Community PoolTennis Courts
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Condo 888425


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Three Bedroom Beach Vacation Rental With Great Views


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6700/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Luxury Two Bedroom Vacation Rental Pool

Shared PoolDining Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Condo 888429


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Vacation Condo Rent Beach FrontLuxury


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 1 Bedroom
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Pretty 2 Bedroom Beach and Great Interior Value All the Way!


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Condo 888479


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Beach Vacation - Two Bedrooms

Community Pool
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Siesta Key Rental Accommodation Sleeps Six Guest


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Beach Vacation Condo


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Luxurious 2 bed 2ba Condo located on Siesta Key

Aerial View of Complex
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Starting at $2495.99/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Beach Vacation Rentals- Two Bed 2 Bath


  • Gold
  • Condo
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  • Max Occupancy: 6
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Siesta Key Beach Condo for you Siesta Vacation Views Gulf


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
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Siesta Key Vacation Rentals Midnight Pass Road


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Siesta Key Condo 888506


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Available: Yes888-478-2796

Siesta Key Vacation Rental Condo


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3495/Week plus taxes and fees

Available: Yes888-478-2796

Siesta key Beach Rental Luxury


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
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  • 2 Bathrooms

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Luxury Condo Siesta Key Pool Views


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
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Siesta Key Condo 888524


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  • Condo
  • Pool
  • Max Occupancy: 6
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Starting at $2495/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Sleeps Six Midnight Pass Road


  • Gold
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  • Max Occupancy: 6
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Starting at $1690/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Beach Vacation Condo with Two Bedrooms


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
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Starting at $2495/Week plus taxes and fees

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Siesta Key Vacation Luxury Condo Great Resort Community


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  • Condo
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  • Max Occupancy: 6
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Luxury interior Siesta Key Rental Classy and Cool


  • Gold
  • Condo
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  • Max Occupancy: 6
  • 2 Bedrooms
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Starting at $1990/Week plus taxes and fees

Available: Yes888-478-2796

One Bedroom Beach Vacation Rental Siesta Key with Pool


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

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Lovely 2bed 2 ba Condo - Siesta Key


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Starting at $2495/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Vacation Rental Siesta Key Partial Views of Gulf


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Beach Rental on Siesta Key WOW


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1990/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Condo 888551


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
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Siesta Key Vacation Rental Accommodations on Beach


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1899/Week plus taxes and fees

Available: Yes888-478-2796

Beach Condo Weekly Rental on Siesta Key Beach


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1999/Week plus taxes and fees

Available: Yes888-478-2796

Enjoy View of the Gulf from Great 2 Bedroom Siesta Condo


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes888-478-2796

Siesta key Beach, Vacation Condo Upscale Furnishings.


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Starting at $1990/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental Stroll to Siesta Village


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Interior & Close to the Siesta Key Village


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Siesta Key Vacation Rental-


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Vacation Rental Siesta Key Pool & Amenities!


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2795/Week plus taxes and fees

Available: Yes888-478-2796

Beachside 2 bedroom 2 bath Siesta Key

Living Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes888-478-2796

Two Bedroom Rental Siesta Key Florida


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes888-478-2796

Beautifil 2 bed 2 ba Condo - Siesta Key


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2495.00/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Condo 888604


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
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Two Bedroom For Rent on Siesta Key Amazing Pools


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1990/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental Condo with Great Amenities


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
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View of the Gulf from this One Bedroom Siesta Key Rental


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $995/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Rental Accommodations- 2 bedrooms


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Two Bedroom Condo Stroll to the Village Views

fully equipped Kitchen
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Condo Close to Siesta Key Village/Walk


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1900/Week plus taxes and fees

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Siesta Key Condo 889295

Gulf View Vacation Condo in Siesta Key, FloridaLiving Room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Posh Siesta Key Beach Vacation Condo Close to Village


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1900/Week plus taxes and fees

Available: Yes888-478-2796

Vacation in this Luxury 2 Bedroom Condo on Crescent Beach


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1899/Week plus taxes and fees

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Direct Gulf and Beach Front Views from this Luxury Rental


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1888/Week plus taxes and fees

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A Terrific Beach Vacation Condo Pool and Best Location


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1599/Week plus taxes and fees

Available: Yes888-478-2796

Beachfront Updated Pretty 2 Bedroom Beach Condo Rent Weekly


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1599/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home with Private Pool and Canal Front Sleeps 12

Caged PoolPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2992/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Siesta Key Sleeps 10 Two Bathroom


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $2660/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Luxury Vacation Rental Home Pool


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

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Large Rental Rent Both Sides! & Sleeps 16 Guests


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

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Siesta Key Vacation Home sleeps 12 Short Walk to Beach


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4056/Week plus taxes and fees

Available: Yes888-478-2796

Lovely Studio Apartment King Bed.Great Vacation Rental

Wall Mounted TV in Living AreaDining Area
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $888/Week plus taxes and fees

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A One Bedroom Penthouse Cute Accommodation at a Great Rate


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $1329/Week plus taxes and fees

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Monthly Rentals Siesta Key & Sarasota Bay front Condos


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3490/Month plus taxes and fees

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Bayfront Monthly Condo in Siesta Key

Bay View from Living AreaOutdoor Furniture
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

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Monthly Vacation Rental Across fro Beaches 55 + Community

Canal Front Complex in Siesta Key, FloridaMaster Bedroom with Canal View
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $4995/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key 2 Bedroom Rental Monthly Stays!


  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

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Modern Beachside Vacation Condo 2 Bedooms for Rent Week


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1699/Week plus taxes and fees

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Siesta Key Vacation Rental View Beach From Living Room


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

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Gulf Views from Vacation Condo King and Twin Beds 2 bedroom

Beach View from BalconyGulf Front Tennis Courts
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1900/Week plus taxes and fees

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A Fabulous Walk to Beach Rental Property

Shared Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2061/Week plus taxes and fees

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One Bedroom Home Rent Separately or Together Pool

Walk to Siesta Key BeachSiesta Key Vacation Home Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1064/Week plus taxes and fees

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Siesta key Two Bedroom Vacation Condo on Beach


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

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Luxury Siesta Key Vacation Condo- Rent weekly!

Luxury Siesta Key, Florida Vacation Condo
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Walk to Siesta Key Beach Condo- 2 Bedroom with Pool


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1000/Week plus taxes and fees

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Siesta Key Four Bedroom Beach Home for Rent

walk to crescent beach 1/4 mile awayKitchen with Breakfast Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4999/Week plus taxes and fees

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Siesta Key 1 Bedroom Vacation Rental Sleeps 4


  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

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Three Bedroom Posh Vacation Condo View & So much More!


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

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Rental with the Best Beach Views &2 Bedrooms updated upscale


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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One of The Largest Rentals Sleeps 24 A Huge Home


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 24
  • 8 Bedrooms
  • 5 Bathrooms

Starting at $11638/Week plus taxes and fees

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Stunning Siesta Key home


  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4495/Week plus taxes and fees

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Six Bedroom Family Vacation Rental Sleeps 16

Swimming Pool WowMaster Bedroom Matrimonial Bed
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 5 Bathrooms

Starting at $6051/Week plus taxes and fees

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Three Bedrooms Professionally Decorated

Luxury KitchenSiesta Key Luxury Rental Home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $8495/Month plus taxes and fees

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Siesta Key 1 Bedroom Condo Vacation Rental Steps to Beach


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 2 Bathrooms

Starting at $3682/Month plus taxes and fees

Available: Yes888-478-2796

Three Bedroom Vacation Home Siesta Key Florida Pool on Water


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2660/Week plus taxes and fees

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Sleeps 10 Siesta Luxury Rental Home


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

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Fantastic 3 Bedroom Penthouse Unit on the Beach


  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $12,000/Month plus taxes and fees

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3 Bedroom Siesta Key Rental Home. For your next Vacation.

Pool with chairs
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3059/Week plus taxes and fees

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A Rares Siesta Key Four Bedroom Vacation Rental WOW

Siesta Key Cottage
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4056/Week plus taxes and fees

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Siesta Key Condo 893818


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $1462/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Condo 893819


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

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One of the Most Stunning Vacation Rentals with Four Bedrooms


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

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Siesta Key condo rental very short walk to beach


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

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Siesta Key Condo 894566


  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

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Imagine The Largest Beach Rental Sleeps up to 24 8 Bedroom

Luxury Siesta Key Eight Bedroom Vacation rentalCustom Out Door Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 8 Bathrooms

Starting at $6995/Week plus taxes and fees

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What An Amazing 2 bedroom Home


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Luxury Two Bedroom Home with Great Pool


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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WOW posh Home 2 bedrooms and Classy Interiors


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

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Two Bedroom Home with pool Upscale Coastal Decor


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2061/Week plus taxes and fees

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Siesta Key Vacation Rental Cottage with Four Bedrooms


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4056/Week plus taxes and fees

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Siesta Key Four Bedroom luxury Rental Sleeps 12


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

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One Bedroom Vacation Rental on Siesta Key- Studio Cottage

Siesta Key Vacation Rental Cottage ExteriorSiesta Key beaches with Palm Tree
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Starting at $898/Week plus taxes and fees

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Rental Home Pool Entertaining Area Contemporary in Design


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2234/Week plus taxes and fees

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Siesta Key 2 Bedroom Beach Front Vacation Rental Sleeps 6


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

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Siesta Key Vacation rental with Two Bedrooms - Great Price


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: Yes888-478-2796

Rent This Condo on Siesta Key and Enjoy GULF VIEWS


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2793/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Four Bedroom Rental Home with Pool Walk Beach


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $4921/Week plus taxes and fees

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Siesta Key Value Priced Four Bedroom Vacation Home


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $4921/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key Vacation Condo on the Beach with Gulf Views


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $4200.00/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Village home with pool

Exterio of hom
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes888-478-2796

Beach House with 2 Bedrooms a Pool Steps to Beach & Village


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 2 Bedrooms
  • 1 Bathroom

Starting at $1700/Week plus taxes and fees

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2 Bedroom 2 Bath home step to Beach and Village Area

Queen bed in Bedroom 1Modern Kitchen with Stainless Steel Appliances
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $1955/Week plus taxes and fees

Available: Yes888-478-2796

Luxury Vacation Rental Home Sleeps 12 Big Rental


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 13
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4655/Week plus taxes and fees

Available: Yes888-478-2796

Beautiful 3 Bedroom Siesta Key Home Steps to Beach

Longboat Key Vacation Rental HomeFully Equipped Kitchen
  • Gold
  • Condo
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3570/Week plus taxes and fees

Available: Yes888-478-2796

Four Bedroom Pool Home on Siesta Key Three Bath Great Pool


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3491/Week plus taxes and fees

Available: Yes888-478-2796

Five Bedroom Loft Pool Home Sleeps 16


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 5 Bedrooms
  • 4 Bathrooms

Starting at $8655/Week plus taxes and fees

Available: Yes888-478-2796

Eight Bedroom Luxury Huge Outdoor Pool Area Call Agent Views


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key 2 Bedroom Vacation Rentals Villa for Rent


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3458/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key Townhouse Directly Across From Beach

Balcony with Outdoor FurnitureLiving Room with Sofas
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3032/Week plus taxes and fees

Available: Yes888-478-2796

3 Bedroom 3 Bath Home Coastal Decor

Bedroom with Two Full Beds
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $1915/Week plus taxes and fees

Available: Yes888-478-2796

Full Gulf View Siesta Key Vacation Condo Big Lanai

ModerBeach front condo on Siesta Key
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Gulf side lovely 1 bedroom Condo Just Perfect


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 5
  • 1 Bedroom
  • 1 Bathroom

Starting at $1397/Week plus taxes and fees

Available: Yes888-478-2796

Stunning 4 bedroom screened pool canalfront home


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $5000/Month plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 896195


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896196


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Townhome steps to beach


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3795/Week plus taxes and fees

Available: Yes888-478-2796

Siesta Key Home 896208


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896209


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896223


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 6 Bedrooms
  • 6 Bathrooms

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Available: Yes888-478-2796

Siesta Key Home 896270


  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896278


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896279


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896280


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896281


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896282


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896288


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896289


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896290


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896291


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896292


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

Siesta Key Home 896293


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Call 888-478-2796 for Rates

Available: Yes888-478-2796

SIESTA KEY 5 BEDROOM 5 BATH WITH BEACH ACCESS


  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $7000/Week plus taxes and fees

Available: Yes888-478-2796

High quality Interior Great Kitchen and Gulf Views.


  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $2067/Week plus taxes and fees

Available: Yes888-478-2796