Gold 3 Bedroom Longboat Key Vacation Rentals

All Pool Options

54 matching vacation rentals found.

We receive new listings daily. Call your agent at (866) 922.0572 for an up to date list of available rental options.

Longboat Key Luxury Rental on Beach

Beach Views from one of the four bedrooms at this vacation house on Longboat KeyLongboat 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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Longboat Key 3 Bedroom Beach Front Vacation Rental Sleeps 8

Longboat Key 3 Bedroom Beach Front Vacation Rental Sleeps 8Longboat Key 3 Bedroom Beach Front Vacation Rental Sleeps 8
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,695/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Three Bedroom Beach Condo Sleeps 6

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

Starting at $3,995-8,095/Month plus taxes and fees

Available: YesMap(866) 922-0572

Longboat Key Condo 6690

Longboat Key Condo 6690Longboat Key Condo 6690
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,495-3,995/Week plus taxes and fees

Available: YesMap(866) 922-0572

Longboat Key Condo 879941

Longboat Key, Florida Vacation Condo with Pool & Bay ViewOpen Living & Dining Area
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6495/Month plus taxes and fees

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Luxury Longboat Key Rental Condo

Balcony with Gulf VIewFully Equipped Kitchen
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $4500-9500/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Longboat Key Vacation Rental Best Location on Island!

View of Gulf from BalconyGulf View from Living rRoom
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6,495-10,895/Month plus taxes and fees

Available: YesMap(866) 922-0572

Beachplace Golf Course View condo

Longboat Key rentalBalcony with Table Set
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $9695/Month plus taxes and fees

Available: YesMap(866) 922-0572

Gulf Front Longboat Key Vacation Rental with 3 Bedrooms

Longboat Key BeachLiving room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5,495-8,495/Month plus taxes and fees

Available: YesMap(866) 922-0572

Your Ideal Beach Place Longboat Key Vacation Rentals Beach

Your Ideal Beach Place Longboat Key Vacation Rentals  BeachYour Ideal Beach Place Longboat Key Vacation Rentals  Beach
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3895-9595/Month plus taxes and fees

Available: YesMap(866) 922-0572

Longboat Key Beachplace Rental with partial gulf view

Outdoor Sitting AreaFlat Screen TV in Living Area
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $9695/Month plus taxes and fees

Available: YesMap(866) 922-0572

Longboat Key Condo 876832

Close to Beach Vacation Rental in Longboat Key, FloridaWell Stocked Kitchen
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $9695/Month plus taxes and fees

Available: YesMap(866) 922-0572

Longboat Key Condo 876891

Shared Pool & SpaPoolside Lounging Area
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6,495-10,495/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Longboat Key Condo 877729

Longboat Key Condo 877729Longboat Key Condo 877729
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6,495-10,495/Month plus taxes and fees

Available: YesMap(866) 922-0572

Longboat Key Condo 878041

Longboat Key Condo 878041Longboat Key Condo 878041
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,495-3,495/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Longboat Key Condo 878131

Beach front condos with shared pool in Longboat Key, FloridaSandy beach
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $ 9695/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Longboat Key Luxury Rental- 3 bedrooms Penthouse

Living roomOpen living space
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: YesMap(866) 922-0572

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 (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Longboat Key Condo 887503

Gulf Front Rental Condo in Longboat Key, FloridaOpen Concept Living Space
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2,495-3,495/Week plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Gulf View Longboat Key Beach Vacation Condo

Gulf View Longboat Key Beach Vacation CondoBalcony
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3000-9875/Month plus taxes and fees

Available: YesMap(866) 922-0572

Longboat Key Condo 890630

Longboat Key Condo 890630Longboat Key Condo 890630
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7995/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Three Bedroom Beach Vacation Condo on Longboat Key

Sandy Beach at Longboat KeyView of Pool
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3250-12,000/Month plus taxes and fees

Available: YesMap(866) 922-0572

Longboat Key Condo 893632

Longboat Key Condo 893632Longboat Key Condo 893632
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572

Longboat key Florida Three Bedroom Beach Rental

Longboat key Florida Three Bedroom Beach RentalLongboat key Florida Three Bedroom Beach Rental
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 1 Bathroom

Starting at $1809/Week plus taxes and fees

Available: YesMap(866) 922-0572

Three Bedroom Beach Rental on Longboat Key

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

Starting at $2,695-3,695/Week plus taxes and fees

Available: YesMap(866) 922-0572

Fantastic 3 Bedroom Condo

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

Starting at $5985/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Three Bedroom Luxury Condo with Partial Gulf View & Pool

Living Room with Large Cream CouchLiving Area
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6,995-11,095/Month plus taxes and fees

Available: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

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: YesMap(866) 922-0572

Thee Bedroom Vacation Rental Short Walk to Beach Pool

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

Call (866) 922-0572 for Rates

Available: YesMap(866) 922-0572