Longboat Key Home & Villa Rentals

All Pool Options

86 matching vacation rentals found.

We receive new listings daily. Call your agent at 941.932.8428 for an up to date list of available rental options.

Luxury Vacation Rental Home /Estate for Rent

Luxury Vacation Rental Home /Estate for RentLuxury Vacation Rental Home /Estate for Rent
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $12995-19995/Month plus taxes and fees

Available: YesMap941-932-8428

Luxury Longboat Key Vacation Rental Home with Pool

Luxury Longboat Key Vacation Rental Home with PoolLuxury Longboat Key Vacation Rental Home with Pool
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $9500-15750/Month plus taxes and fees

Available: YesMap941-932-8428

One of the Very Few Beach Houses for Rent on Longboat Key

Aerial View of Longboat KeyBeach front home for rent in Longboat Key, Florida
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $17500-25450/Month plus taxes and fees

Available: YesMap941-932-8428

Luxury Vacation Rental Homes on South Longboat Key

Luxury Vacation Rental Homes on South Longboat KeyLuxury Vacation Rental Homes on South Longboat Key
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $11995=21995/Month plus taxes and fees

Available: YesMap941-932-8428

Luxury Four Bedroom Longboat Key Vacation Rental Home

Living RoomCanal Front Home in Longboat Key, Florida
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $12495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Luxury Beach Front rental Home Five Bedrooms

Sandy Beach at Longboat KeyAerial view of Beach
  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $15995-29695/Month plus taxes and fees

Available: YesMap941-932-8428

Luxury Country Club Villa Monthly only

Luxury Country Club Villa Monthly onlyLuxury Country Club Villa Monthly only
  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

Longboat Key Luxury Rental on Beach

Longboat Key Luxury Rental on BeachLongboat Key Luxury Rental on Beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $8500/Week plus taxes and fees

Available: YesMap941-932-8428

Beach front Estate Gulf Views California Style Living

Beach front Estate Gulf Views California Style LivingBeach front Estate Gulf Views California Style Living
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $11995-18795/Week plus taxes and fees

Available: YesMap941-932-8428

4 Bedroom Home with Private Pool and Boat Dock

Aerial ViewAerial View of Vacation Rentals
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Starting at $3,495-6,795/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key 3 Bedroom Vacation Rental Home Sleeps 8 Pool

Longboat Key 3 Bedroom Vacation Rental Home Sleeps 8 PoolLongboat Key 3 Bedroom Vacation Rental Home Sleeps 8 Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Homes with Pools to Rent in Country Club Shores

Aerial View of Longboat KeyDeck with Table & Chairs
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $8495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Vacation Home Rental with Private Pool

Longboat Key Vacation Home Rental with Private PoolLongboat Key Vacation Home Rental with Private Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $10495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Three Bedroom Fabulous Vacation Rental Property

Longboat Key Three Bedroom Fabulous Vacation Rental PropertyLongboat Key Three Bedroom Fabulous Vacation Rental Property
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 3 Bathrooms

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

Four Bedroom Vacation Rental Home on Longboat Key FL

Four Bedroom Vacation Rental Home on Longboat Key FLCountry club shores
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $1995-3995/Week plus taxes and fees

Available: YesMap941-932-8428

Country Club Shores Longboat Key Vacation Rental

Country Club Shores Longboat Key Vacation RentalBreakfast Bar
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5995/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 6959

Charming Longboat Key, Florida Rental HomeLiving Room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Canal Front Home

Poolside porchLiving room with flat screen TV
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Vacation Home Rental Private Pool Boat Dock

Longboat Key Vacation Home Rental Private Pool Boat DockLongboat Key Vacation Home Rental Private Pool Boat Dock
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $9295/Month plus taxes and fees

Available: YesMap941-932-8428

Beachside 4 Bedroom Vacation Home with Pool Sleeps 10 Guests

Beachside 4 Bedroom Vacation Home with Pool Sleeps 10 GuestsBeachside 4 Bedroom Vacation Home with Pool Sleeps 10 Guests
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6995 -9995/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Beach house- Longboat Key

Longboat KeDeck with Loungers
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5100-8695/Week plus taxes and fees

Available: YesMap941-932-8428

Beautiful 2 Bedroom Home + Den On a Canal!

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

Starting at $4995-9995/Month plus taxes and fees

Available: YesMap941-932-8428

Beautiful 3 Bedroom Home Walking Distance to the Beach

Caged poolBoat dock
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7495/Month plus taxes and fees

Available: YesMap941-932-8428

Walk to Beach House on Longboat Key-

luxury lonluxury walk to beach home on Longboat KeyFully equipped kitchen with breakfast bar
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $2895/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key 4 bed one minute walk to private beach access!

Deluxe rental home in Longboat Key, FloridaFormal living room
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $10000.00/Month plus taxes and fees

Available: YesMap941-932-8428

Lovely 3 bed 3 ba Longboat Key home

Lovely 3 bed 3 ba Longboat Key homeLovely 3 bed 3 ba Longboat Key home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8428

Three Bedroom Pool Home for Rent on Longboat Key

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

Starting at $9500/Month plus taxes and fees

Available: YesMap941-932-8428

Spacious Luxury Gulf Front Vacation Home - Sleeps 10 Guests

Sandy Beach at Longboat KeyAerial View of Longboat Key
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $2500-12000/Month plus taxes and fees

Available: YesMap941-932-8428

Luxury Longboat Key Vacation Home Available New Rental!

Luxury Longboat Key Vacation Home Available New Rental!Luxury Longboat Key Vacation Home Available New Rental!
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

A Great Two Bedroom Vacation rental on Longboat Key

A Great Two Bedroom Vacation rental on Longboat KeyA Great Two Bedroom Vacation rental on Longboat Key
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $6,795/Month plus taxes and fees

Available: YesMap941-932-8428

Exclusive Longboat Key Rental in Queens Harbour - Bay Views

Exclusive Longboat Key Rental in Queens Harbour - Bay ViewsExclusive Longboat Key Rental in Queens Harbour - Bay Views
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Starting at $13495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat key True Luxury on The South End of Longboat Key

Longboat key True Luxury on The South End of Longboat KeyPrivate Pool
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4595.00/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Vacation Rental Home on South End of Island

Flat Screen TV in Living AreaLiving Area with Doors to Screened Lanai
  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $6995/Month plus taxes and fees

Available: YesMap941-932-8428

Luxury Four Bedroom Vacation Rental on Longboat Key

Longboat KeyExterior View of Longboat Key Vacation home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $11995/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 890636

Longboat Key Home 890636Longboat Key Home 890636
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $12495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 890637

Longboat Key Home 890637Longboat Key Home 890637
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $12495/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 890639

Longboat Key Home 890639Longboat Key Home 890639
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $8995/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Vacation Rental House Three Bedrooms Pool

Longboat Key Vacation Rental House Three Bedrooms PoolLongboat Key Vacation Rental House Three Bedrooms Pool
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key 4 Bedroom Vacation Rental Sleeps 8

Longboat Key 4 Bedroom Vacation Rental Sleeps 8Longboat Key 4 Bedroom Vacation Rental Sleeps 8
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: YesMap941-932-8428

Beautiful 3 Bedroom Longboat Key Home

Private PoolSunset at Longboat Key
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4123/Week plus taxes and fees

Available: YesMap941-932-8428

Lovely 3 bed Longboat Key home

Lovely 3 bed Longboat Key homeLovely 3 bed Longboat Key home
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,295/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Luxury Vacation Rental - Key West Style Home

Water ViewExterior View of Rental
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6,595-10,595/Month plus taxes and fees

Available: YesMap941-932-8428

Three Bedroom Vacation Villa Sleeps 6 with Private Pool

Pool with Sun LoungersLiving Area
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $9,895/Month plus taxes and fees

Available: YesMap941-932-8428

Enjoy a Private Pool and Community Pool Great Beach Club

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

Starting at $5,895-9,795/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Florida Close to Sarasota Great Rentals

Sandy BeachAerial View of Vacation Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6995-13750/Month plus taxes and fees

Available: YesMap941-932-8428

Three Bedroom on Lovely Longboat Key Rare Find!

Three Bedroom on Lovely Longboat Key Rare Find!Three Bedroom on Lovely Longboat Key Rare Find!
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4,395-8,095/Month plus taxes and fees

Available: YesMap941-932-8428

Bayside Rental Short Walk To Beach Three Bedrooms Sleep 6

Bay View Vacation RentalBoat Dock
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4,395-8,095/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Florida Beach Rental Three Bedroom Villa 2 Bath

Longboat Key Florida Beach Rental Three Bedroom Villa 2 BathLongboat Key Florida Beach Rental Three Bedroom Villa 2 Bath
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $995-1,295/Week plus taxes and fees

Available: YesMap941-932-8428

New Longboat Key Rental - South End

Beach Access Across StreetNew Longboat Key Rental - South End
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $7295/Month plus taxes and fees

Available: YesMap941-932-8428

Two Bedroom Two Bathroom Single Family Home Sleeps 6 Guests

Longboat Key Vacation RentalLiving Area
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $4,395-8,095/Month plus taxes and fees

Available: YesMap941-932-8428

Two Bedroom Longboat Key Vacation Home Sleeps 6 Private Pool

White sandy beachGuest bedroom
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

Thee Bedroom Vacation Rental Short Walk to Beach Pool

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

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

Longboat Key Two Bedroom Vacation Home Short Walk to Beach

Longboat Key Two Bedroom Vacation Home Short Walk to BeachLongboat Key Two Bedroom Vacation Home Short Walk to Beach
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $3,495-7,195/Month plus taxes and fees

Available: YesMap941-932-8428

Private Pool and Canal View from this Four Bedroom Rental

Private Pool and Canal View from this Four Bedroom RentalPrivate Pool and Canal View from this Four Bedroom Rental
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $5,895-10,095/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 6481

Longboat Key Home 6481Excellent Vacation Home in Longboat Key, Florida
  • Silver
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2995/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 879022

Longboat Key, Florida vacation condo with shared poolLiving & dining area
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3895/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 879023

Longboat Key Home 879023Longboat Key Home 879023
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 879017

Longboat Key Home 879017Living Area
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Three Bedroom Vacation Rental- North End

Longboat Key Three Bedroom Vacation Rental- North EndLongboat Key Three Bedroom Vacation Rental- North End
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4375-6875/Month plus taxes and fees

Available: YesMap941-932-8428

Gulfside Longboat Key Villa

Private PatioLiving Room
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5495/Month plus taxes and fees

Available: YesMap941-932-8428

Vacation Rental 4 bedrooms on Longboat Key fl

Vacation Rental 4 bedrooms on Longboat Key flVacation Rental 4 bedrooms on Longboat Key fl
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: YesMap941-932-8428

Country Club Shores Longboat Key Vacation Rentals

Walk to beachAerial View
  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4995-9750/Month plus taxes and fees

Available: YesMap941-932-8428

Three Bedroom Value Rental Property- Longboat Key

Longboat KeyLiving room
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2395-2895/Week plus taxes and fees

Available: YesMap941-932-8428

Four Bedroom Longboat Key Beach Houses for Rent Weekly

Upper deck viewFurnished porch with beach view
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Starting at $1955-4400/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Vacation Rental Property Home on Canal

Deck with outdoor furnitureCanal view
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5795/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 879013

Chaise lounges baysideLongboat Key beach
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $2195/Week plus taxes and fees

Available: YesMap941-932-8428

Luxury Longboat Key Vacation Rental Home 3 Bedroom

Luxury Longboat Key Vacation Rental Home 3 BedroomPools Looks Over the Water
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $8995/Month plus taxes and fees

Available: YesMap941-932-8428

One of the Nicest Real Beach Homes on Longboat Key

One of the Nicest Real Beach Homes on Longboat KeyBeach
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3195/Week plus taxes and fees

Available: YesMap941-932-8428

A Longboat Key Dreamy Three Bedroom For Rent Available Today

A Longboat Key Dreamy Three Bedroom For Rent Available TodayA Longboat Key Dreamy Three Bedroom For Rent Available Today
  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3,795-6,295/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat key Beach House - Sleeps 6 Guests

Pool with Sun Loungers and ChairsOutdoor Furniture on eck
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4495/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 878750

Longboat rental sleeps 8Charming Longboat rental cottage
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 878751

Longboat rental sleeps 7Longboat rental close to beach
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat key Vacation Cottage with Full Gulf Views

Longboat key Vacation Cottage with Full Gulf ViewsLongboat key Vacation Cottage with Full Gulf Views
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $2495/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 878753

Longboat rental with Gulf viewCharming Longboat rental cottage
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 1 Bedroom
  • 1 Bathroom

Starting at $1795/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key 2 Bedroom Vacation Rental Home on Longboat Key

Excellent Vacation Home in Longboat Key, FloridaLiving Room
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $5695/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Home 884498

Gulf front rental home in Longboat Key, FloridaLiving room
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Starting at $3000/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Vacation Rental Value Priced

Aerial ViewAerial View Longboat Key
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Starting at $2527/Week plus taxes and fees

Available: YesMap941-932-8428

Longboat Key Vacation Rentals with Private Pool

Caged PoolDrive to Garage
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

Longboat Key Home 893634

Longboat Key Home 893634Longboat Key Home 893634
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

Longboat Key Home 893633

Longboat Key Home 893633Longboat Key Home 893633
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

Longboat Key Accommodation with Two Bedrooms Water Views

Beach AccessGulf VIew
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Starting at $2,395/Week plus taxes and fees

Available: YesMap941-932-8428

Contemporary Luxury Vacation Home Exceptional Location

Contemporary Luxury Vacation Home Exceptional LocationContemporary Luxury Vacation Home Exceptional Location
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Call 941-932-8428 for Rates

Available: YesMap941-932-8428

Longboat Key Charming Rental with Three Bedrooms

Longboat Key Charming Rental with Three BedroomsLongboat Key Charming Rental with Three Bedrooms
  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $7500/Month plus taxes and fees

Available: YesMap941-932-8428

Three Bedroom Rental with Two Bathrooms in Longboat key Fl

ExteriorLiving Room
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4,395-8,095/Month plus taxes and fees

Available: YesMap941-932-8428

Great Value Longboat Key Bayside Vacation Home Sleeps Six

Bay View Vacation Home at Longboat KeyLarge Sofa in Living Area
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3,795-4,995/Month plus taxes and fees

Available: YesMap941-932-8428

Longboat KeyVacation home 5 minute walk to beach

Aerial viewPorch
  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1,495-2,495/Week plus taxes and fees

Available: YesMap941-932-8428