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Jacuzzi or hot tub
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Heated pool
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Grill
Cot available
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Private outdoor pool (heated)
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Linen provided
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Pets
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Children under 5

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Beach or lakeside relaxation
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Golf course on site or within 15 min walk
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151 apartments in Longboat Key with hot tubs

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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

$437

Unit #103 Sand Cay Beach Resort Gulf Front

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$342

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. 16 minutes

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Price per night from

$168

Beachplace Building 3 unit 302

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$187

Barefoot Bungalow just steps away from the crystal sands & tourquoise water of t

Longboat Key cottage

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 16 minutes

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Price per night from

$128

Great rentals within 20 miles that match your search

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$272

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms
5 bathrooms

sleeps 14

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Price per night from

$1,001

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$402

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

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Price per night from

$477

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 25 minutes

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Price per night from

$259

Sandy Toes Town Home

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

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Price per night from

$273

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

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Price per night from

$502

A Paradise for Golfers and Tennis players

Bradenton apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 27 minutes

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Price per night from

$139

Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min

Bradenton condo

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$107

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$230

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$161

Luxury Sarasota Golf Home

Sarasota house

4 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$369

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$86

Heritage Oaks

Heritage Oaks Golf and Country Club condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 3 hours 56 minutes

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Price per night from

$98

Arnold Palmer Design 36 Holes - Lakewood National Resort

Lakewood Ranch villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$241

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$161

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

Siesta Key condo

3 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$905

Florida Paradise Near Img Academy and Beach

Oneco house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$407

Serenity Shore

Lakewood Ranch apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$299

Dream Weavers

Lakewood Ranch apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$287

Endless Summer

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$253

Lakeview Oasis

Lakewood Ranch condo

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$253

Golf Haven

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$253

Skyline Resort

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$253

Eagles Nest

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$253

Paradise Palms Resort at Lakewood National

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$253

Newly renovated beach house near AMI free trolley stop with Private pool

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$563

Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$193

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$1,032

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$632

Sunshine Retreat- brand new 1st Floor 2/bed, 2/bath with golf & lake view

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$253

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$178

The Pink Riverhouse-

Ellenton house

4 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$689

Viewing 38 of 151
rentals in Longboat Key

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Longboat Key Rentals with Hot Tubs

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151 apartments in Longboat Key with hot tubs

Viewing 38 of 151rentals in Longboat Key

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Viewing 38 of 151
rentals in Longboat Key