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Longboat Key Rentals with Hot Tubs

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261 apartments in Longboat Key with hot tubs

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

Match: Jacuzzi or hot tub

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Price per night from

$643

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$344

GORGEOUS gated Multi-level LONGBOAT KEY HOME with DOCK ~ Near beach & private!

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$153

Beautiful Longboat Key Penthouse Unit for Rent - partial Gulf view

Longboat Key penthouse

3 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$339

Short Term Rental Condo

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$154

Unit #103 Sand Cay Beach Resort Gulf Front

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$273

Spacious Club Longboat Key steps to the sand, private beach paradise! Pools, Gym

Longboat Key condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 7 minutes

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Price per night from

$154

Beach Paradise on the Gulf of Mexico, toes in the sand, sunsets, tennis, gym !

Longboat Key condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 7 minutes

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Price per night from

$210

Longboat Key Bayfront condo in Bay Isles

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$218

Castle in the Sky Near Beach and Tennis

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 8

“Great Family Holiday Vacation” Our two families of 8 people total enjoyed our stay at Castle in the sky very much. The house is large but very comfortable. The weather in January can be fickle so one day the air conditioner is on, the next day the heater was on but the house is overall bright and cheerful and the décor is very pleasant. We ate in about half the time and walked to some nearby restaurants which were convenient. The kitchen has plenty of room and is well stocked with silverware and cookware. The resort pool is heated and there is a nature park nearby which we used for a jogging trail which was great. The water was too cold for the beach but there is a lot of beach chairs and items to use in the garage if you need them This was the largest home we found on Flipkey that could accommodate our group and wouldn't break the bank. We weren't directly on the water but there's so much to do nearby that it didn't really matter to us. We would stay again and likely will next winter. The owner was forthright with everything and pleasant to work with.

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Price per night from

$229

Great rentals within 20 miles that match your search

Cutest little bungalow west of the trail.

Nokomis house

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$103

Lakewood National Golf 4 Star resort living 2 bedroom Veranda

Lakewood Ranch condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$118

Luxury Sarasota Golf Home

Sarasota house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$380

Skyline Resort

Lakewood Ranch apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$101

Golfers Dream

Lakewood Ranch apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$113

Timberwoods Vacation Villas Best Value in Sarasota - Villa 3

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$117

Endless Summer

Lakewood Ranch apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$101

Siesta Key Inn - Sea Spray #123

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$236

Newly Renovated, Private, First Floor Corner Unit On the Beach

Bradenton Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$135

Beautiful luxury beach front condominium

Anna Maria condo

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$745

Moonmist Villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$220

Villa with golf course view with solar heated pool

Lakewood Ranch villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$158

Timberwoods Vacation Villas Best Value in Sarasota - Villa 5

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$117

Gulf and Bay Club 3bdrm “E” Luxury Penthouse Unit - RIGHT ON BEACH

Siesta Key condo

3 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$590

Brand New - Resort Rental with Tennis and multiple pools

Sarasota townhouse

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$145

Heritage Harbour 2 bed, 2 bath Villa backs to Lake in gated golf community!!

Bradenton house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$131

Paradise on the Bay

Palmetto apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$111

Serenity Shore

Lakewood Ranch apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$113

Reduced rates for June Stunning luxury beachfront house with pool and spa

Anna Maria villa

4 bedrooms / 5 bathrooms / sleeps 8

“Fabulous beach house” After a mad week doing the theme parks in Orlando we came here for some serious relaxation - and what a great choice it was. The house is stunning and the location couldn't be bettered. Living on the beach meant we could be up for early morning shell hunts and then have evening strolls to the Sandbar for cocktails on the sand watching the glorious sunsets. We saw dolphins, manatees, rays and pelicans. The pool area got a lot of use - a nice shady retreat and good fun for our boys - but most of our time was spent outside. There are lots of lovey restaurants to walk to - the Waterfront, the Sandbar, the two pier restaurants - and you can walk there on the sand. Still picturing the crystal clear sea, sunny skies and white sand. Magical.

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Price per night from

$829

Villa in Resort Style Community

Gulf Gate Branch villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$113

3 Bedroom Oasis w/Pool,hot tub, pool table, wetbar, boat parking and more!

Palma Sola house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$297

Eagles Nest

Lakewood Ranch apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$101

Dream Weavers

Lakewood Ranch apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$131

Timberwoods Vacation Villas Best Value in Sarasota - Villa 2

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

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Price per night from

$118

Responds fast! avg. 1 hour 24 minutes

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Price per night from

$118

Shorewalk Condo, Newly Decorated w/lake view

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

“Very relaxing and clean condo with wonderful amenities and stores close by!!” We had a wonderful time and enjoyed all that the condo had to offer. We found it really clean and decorated in true Florida fashion. Loved the place and will return!!

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Price per night from

$144

Shorewalk 'Turtle Cove': A+ Rated Resort Condo: Pools,spas, beach and IMG

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

“So Beautiful!” When we checked in to this wonderful ground floor villa, we were amazed. The photos online don't do this place justice - it is sooo beautiful and so comfortable!!!

Responds fast! avg. 38 minutes

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Price per night from

$104

SARASOTA : Paradise for golfers and beach lovers

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$269

Viewing 38 of 261
rentals in Longboat Key

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