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Swimming pool
Private pool
Heated pool
Private indoor pool

Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
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Private tennis court
Cot available
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Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
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Shared outdoor pool (heated)
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Climbing frame
Boat available
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Solarium or roof terrace
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Central heating
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Staffed property
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Linen provided
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Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
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Non-Smoking property
Smoking - Ask
Children - Ask
Elevator access
Wheelchair adapted
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
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Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
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1,158 houses

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Park Model with lanai, large deck, block from pool

Venice house

1 bedroom
1 bathroom

sleeps 3

Match: Rental types Kettle Solarium or roof terrace Staffed property

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Price per night from

$121

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Rental types, Kettle, Solarium or roof terrace, Staffed property

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Price per night from

$114

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

4 bedrooms
4 bathrooms

sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

3 of 4 match: Rental types, Kettle, Solarium or roof terrace, Staffed property

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Price per night from

$515

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Rental types, Kettle, Solarium or roof terrace, Staffed property

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Price per night from

$161

Beach to Bay Tropical Oasis! 2Bed/2Bath Longboat Key Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Rental types, Kettle, Solarium or roof terrace, Staffed property

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Price per night from

$153

Direct Beachfront Unobstructed Ocean View Feet on White Sand Condo With Pool

Madeira Beach condo

1 bedroom
1 bathroom

sleeps 6

2 of 4 match: Rental types, Kettle, Solarium or roof terrace, Staffed property

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Price per night from

$344

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 56 minutes

2 of 4 match: Rental types, Kettle, Solarium or roof terrace, Staffed property

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Price per night from

$194

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

1 bedroom
1 bathroom

sleeps 2

3 of 4 match: Solarium or roof terrace, Rental types, Kettle, Staffed property

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Price per night from

$344

Riverfront Tropical Paradise W/ Private Island-Newly Updated Listing

Braden River house

2 bedrooms
1 bathroom

sleeps 6

3 of 4 match: Solarium or roof terrace, Rental types, Kettle, Staffed property

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Price per night from

$251

Oceanfront home

Gulf Gate Estates house

3 bedrooms
2 bathrooms

sleeps 10

3 of 4 match: Solarium or roof terrace, Rental types, Kettle, Staffed property

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Price per night from

$686

Jacaranda Artist Retreat

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Staffed property, Rental types, Kettle, Solarium or roof terrace

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Price per night from

$218

Luxury Modern Oasis in Heart of Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Staffed property, Rental types, Kettle, Solarium or roof terrace

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Price per night from

$1,031

White Sand Beaches- Bayfront Park

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Staffed property, Rental types, Kettle, Solarium or roof terrace

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Price per night from

$631

Tripletail

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

3 of 4 match: Staffed property, Rental types, Kettle, Solarium or roof terrace

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Price per night from

$1,720

SUN FUN +FL Life! Close 2Beach and Dtwn! w/2Bikes

St. Petersburg house

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 1 hour 9 minutes

3 of 4 match: Staffed property, Rental types, Kettle, Solarium or roof terrace

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Price per night from

$91

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 7

Responds fast! avg. 1 hour 46 minutes

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

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Price per night from

$194

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

3 of 4 match: Solarium or roof terrace, Rental types, Kettle, Staffed property

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Price per night from

$149

3 bedroom tropical Family home with private pool.

Venice house

3 bedrooms
2 bathrooms

sleeps 8

3 of 4 match: Staffed property, Rental types, Kettle, Solarium or roof terrace

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Price per night from

$286

Whispering Lake House-Heated Pool, Wi-Fi, Lakeview

Venice house

3 bedrooms
2 bathrooms

sleeps 7

3 of 4 match: Staffed property, Rental types, Kettle, Solarium or roof terrace

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Price per night from

$195

WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK

Redington Shores house

2 bedrooms
3 bathrooms

sleeps 6

3 of 4 match: Staffed property, Rental types, Kettle, Solarium or roof terrace

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Price per night from

$255

Beach Front Ocean Sands

Madeira Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

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Price per night from

$448

Sunset Suite

St. Pete Beach studio

Studio
1 bathroom

sleeps 1

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

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Price per night from

$172

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

2 bedrooms
1 bathroom

sleeps 6

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

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Price per night from

$230

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

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Price per night from

$234

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

1 bedroom
1 bathroom

sleeps 4

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

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Price per night from

$483

Almost Heaven

Englewood house

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Kettle, Staffed property, Rental types, Solarium or roof terrace

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Price per night from

$287

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

1 bedroom
1 bathroom

sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

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Price per night from

$217

Midnight Cove #714 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

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Price per night from

$144

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

2 of 4 match: Rental types, Solarium or roof terrace, Kettle, Staffed property

2 of 4 filters match

Price per night from

$144