Gold 3 Bedroom Longboat Key Vacation Rentals

All Pool Options

45 matching vacation rentals found.

We receive new listings daily. Call your agent at 844.890.5152 for an up to date list of available rental options.

Longboat Key Luxury Rental on Beach

Beach house steps to sandFormal dining area overlooking the gulf
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 4 Bathrooms

Starting at $6295/Week plus taxes and fees

Available: Yes844-890-5152

Longboat Key 3 Bedroom Vacation Rental Home Sleeps 8 Pool

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

Starting at $7495/Month plus taxes and fees

Available: Yes844-890-5152

Longboat Key 3 Bedroom Beach Front Vacation Rental Sleeps 8

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

Starting at $3295/Week plus taxes and fees

Available: Yes844-890-5152

Cottage Style Three Bedroom

Cottage Style Three Bedroom4
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2495/Week plus taxes and fees

Available: Yes844-890-5152

Longboat Key Vacation Home Rental with Private Pool

Longboat Key Vacation Home Rental with Private Pool581 4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $10495/Month plus taxes and fees

Available: Yes844-890-5152

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: Yes844-890-5152

Longboat Key Three Bedroom Fabulous Vacation Rental Property

Longboat Key Three Bedroom Fabulous Vacation Rental Property4
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-890-5152

Luxury Longboat Key Rental Condo

Luxury Longboat Key Rental Condo2
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5,795-8,795/Month plus taxes and fees

Available: Yes844-890-5152

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: Yes844-890-5152

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: Yes844-890-5152

Luxury Longboat Key Vacation Home on Beach Pool

Luxury Longboat Key Vacation Home on Beach Poollbk2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $4995/Week plus taxes and fees

Available: Yes844-890-5152

Longboat Key Vacation Home Rental Private Pool Boat Dock

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

Starting at $9295/Month plus taxes and fees

Available: Yes844-890-5152

Beachside 4 Bedroom Vacation Home with Pool Sleeps 10 Guests

Elevated home with Views of GulfLarge pool at four bedroom rental home
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5,200-9,100/Month plus taxes and fees

Available: Yes844-890-5152

Longboat Key Beach house- Longboat Key

Longboat Key Beach house- Longboat Keylbk1
  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6695/Week plus taxes and fees

Available: Yes844-890-5152

Longboat Key Vacation Rental Best Location on Island!

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

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

Available: Yes844-890-5152

Longboat Key Condo 1452

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: Yes844-890-5152

Luxury Longboat Key Condo with Gulf and Bay Views

Luxury Longboat Key Condo with Gulf and Bay Viewsimages (48)
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $7,495-10,895/Month plus taxes and fees

Available: Yes844-890-5152

Three Bedroom Gulf Front Vacation Rental on Longboat Key

Longboat Key BeachBeach Front Rental Condo in Longboat Key, Florida
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: Yes844-890-5152

Your Ideal Beach Place Longboat Key Vacation Rentals Beach

Beach AccessOpen Plan Living Space
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: Yes844-890-5152

Longboat Key Beachplace Rental with partial gulf view

Poolside Lounge ChairsLongboat Key, Florida Rental Condo on Beach
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $9695/Month plus taxes and fees

Available: Yes844-890-5152

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: Yes844-890-5152

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: Yes844-890-5152

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: Yes844-890-5152

Longboat Key Condo 877729

Gulf Front vacation Condo in Longboat Key, FloridaCommunal Pool & Hot Tub
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: Yes844-890-5152

Longboat Key Condo 878041

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

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

Available: Yes844-890-5152

Lovely 3 bed 3 ba Longboat Key home

Lovely 3 bed 3 ba Longboat Key home1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-890-5152

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: Yes844-890-5152

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: Yes844-890-5152

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: Yes844-890-5152

Longboat Key Condo 887011

Longboat Key Condo 8870116-full
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $10495/Month plus taxes and fees

Available: Yes844-890-5152

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: Yes844-890-5152

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 $8495/Month plus taxes and fees

Available: Yes844-890-5152

Longboat Key Condo 890630

Longboat Key Condo 890630Longboat Key Florida Vacation Rental Condo2
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $7995/Month plus taxes and fees

Available: Yes844-890-5152

Longboat Key Home 890636

Longboat Key Home 890636Longboat Key Florida Vacation Rental Home2
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $12495/Month plus taxes and fees

Available: Yes844-890-5152

Longboat Key Home 890637

Longboat Key Home 890637Longboat Key Florida Vacation Rental Home1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $12495/Month plus taxes and fees

Available: Yes844-890-5152

Longboat Key Home 890639

Longboat Key Home 890639Longboat Key Florida Vacation Rental Home3
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Starting at $8995/Month plus taxes and fees

Available: Yes844-890-5152

Longboat Key Vacation Rental House Three Bedrooms Pool

Longboat Key Vacation Rental House Three Bedrooms PoolLongboat-Key-Florida-vacation-rental-home-aerial-view1
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $1995/Week plus taxes and fees

Available: Yes844-890-5152

Seaplace Vacation Rentals on Longboat Key

Seaplace Vacation Rentals on Longboat KeyLongboat-Key-Florida-vacation-rental-condo-pool-and-beach-view
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $6,795-10,295/Month plus taxes and fees

Available: Yes844-890-5152

Longboat Key Condo 893632

Longboat Key Condo 893632Longboat-Key-Florida-vacation-rental-home-pool-and-spa
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Call 844-890-5152 for Rates

Available: Yes844-890-5152

Longboat key Florida Three Bedroom Beach Rental

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

Starting at $1809/Week plus taxes and fees

Available: Yes844-890-5152

Three Bedroom Beach Rental on Longboat Key

Three Bedroom Beach Rental on Longboat KeyLongboat-Key-Florida-vacation-rental-condo-living-room
  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

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

Available: Yes844-890-5152

Country Club Shores Vacation Rental South End

Country Club Shores Vacation Rental South Endftmyers1
  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $3995/Week plus taxes and fees

Available: Yes844-890-5152

Fantastic 3 Bedroom Condo

Fantastic 3 Bedroom Condo16
  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $5985/Month plus taxes and fees

Available: Yes844-890-5152

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: Yes844-890-5152

Lovely 3 bed Longboat Key home

Lovely 3 bed Longboat Key homelbk2
  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Starting at $2527/Week plus taxes and fees

Available: Yes844-890-5152