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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Clothes dryer
Cribs
Ceiling Fans
Games room
Table tennis
Pool or snooker table
Fax machine
Video player
Bicycles available
Boat available
Stove
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Staffed property
Freezer
Microwave
Linen provided
Towels provided
Climbing frame
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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City breaks
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Lakefront
Waterfront

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236 Houses

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Rare RV two full bedrooms in a perfect location, two huge pools, great amenities

Ellenton cottage

2 bedrooms
2 bathrooms

sleeps 5

Match: Shared outdoor pool (heated)

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Price per night from

$97

Great rentals within 20 miles that match your search

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

2 bedrooms
1 bathroom

sleeps 3

Match: Shared outdoor pool (heated)

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Price per night from

$574

Pirates Pointe Resort 1 Bedroom

Ruskin cottage

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 12 minutes

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Price per night from

$183

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$115

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$272

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

3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS

Siesta Key townhouse

2 bedrooms
4 bathrooms

sleeps 6

Responds fast! avg. 2 hours 38 minutes

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Price per night from

$431

Gorgeous Water View, Condo!Completely Renovated 2015,Wifi

Tierra Verde condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$201

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$345

Beachfront Condo Siesta Key

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

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$454

2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 5

“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡

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Price per night from

$310

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 41 minutes

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Price per night from

$459

Condo on the Key

St. Petersburg apartment

2 bedrooms
2 bathrooms

sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

Match: Shared outdoor pool (heated)

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Price per night from

$207

Lifestyle on the island

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$172

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

Match: Shared outdoor pool (heated)

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Price per night from

$206

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 25 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$259

Amazing views, 11th flr, On the beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$410

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

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$166

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!

Match: Shared outdoor pool (heated)

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$273

Siesta Key private beach access

Siesta Key villa

3 bedrooms
3 bathrooms

sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

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$510

Bahia Beach Resort Little Harbor-Tampa, FL

Tampa studio

Studio
1 bathroom

sleeps 4

“Perfect Vacation Relaxation Spot” The view from the room and balcony was gorgeous. Sitting on the balcony each morning sipping my coffee was heavenly. All of the amenities were close to the room and just short walks away. The property itself was well maintained and quiet while still being family friendly. The room was comfortable and a great home base at the end of our daily jaunts. Tampa, St. Petersburg, and Clearwater were very easy drives from the Inn. I can't wait to visit again.

Match: Shared outdoor pool (heated)

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Price per night from

$138

2 bedroom condo, Coquina Key, Tampa Bay, Florida

St. Petersburg apartment

2 bedrooms
1 bathroom

sleeps 4

“Waterside at Coquina Key has it all!” Waterside at Coquina Key is a a well kept up gated community that offers all the amenities a wonderful vacation requires. Marlean's condo provides a nicely updated unit that allows you to enjoy the waterside condos in comfort and provides all the extra's you need to relax and unwind in the peace and tranquility of a watersdie property. The kitchen had all you needed and more and was nicely updated and contained all you need to cook in or prepare a quick breakfast and take off for the pool or to work-out. The only small downside is not to have a wash and dryer available in the unit. Although one is available 24/7 as the clubhouse and you can use your debit card to work them. the beds were comfortable, and the living area had ample seating available. Thank your for shring your condo, it was wonderful.

Responds fast! avg. 1 hour 30 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$144

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

1 bedroom
2 bathrooms

sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$135

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.

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Price per night from

$315

Newly discounted rates! Gorgeous one bedroom across from beach, near village!

Siesta Key condo

1 bedroom
1 bathroom

sleeps 3

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

Match: Shared outdoor pool (heated)

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$246

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

Match: Shared outdoor pool (heated)

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Price per night from

$431

A Paradise for Golfers and Tennis players

Bradenton apartment

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 27 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$139

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

Match: Shared outdoor pool (heated)

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Price per night from

$190