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Jacuzzi or hot tub
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Grill
Cot available
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Linen provided
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Pets
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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

$435

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

$127

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

$271

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

$999

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

$401

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

$476

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

$258

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

$272

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

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Price per night from

$271

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

$229

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

$368

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

Florida Paradise Near Img Academy and Beach

Oneco house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$407

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

$903

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

$298

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

$252

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

$252

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

$252

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

$252

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

$252

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

$252

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

$1,030

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

$252

+++ 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

$687

Waves on Anna Maria

Anna Maria house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$974

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$344

Viewing 38 of 151
rentals in Longboat Key

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Longboat Key Rentals with Hot Tubs

Per night

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