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Cot available
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
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266 apartments

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Gorgeous Waterfront Apartment Steps From 100Ft Fishing Dock And Tiki.

Palmetto apartment

1 bedroom
1 bathroom

sleeps 2

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$166

Great rentals within 20 miles that match your search

~ Cozy Apartment Close to Siesta Key with own washer and dryer ~

Sarasota apartment

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 56 minutes

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$68

Newly Remodeled Spacious Loft in Sarasota!

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

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$294

4 Minutes From Beach, Beds for 6!

St. Petersburg apartment

2 bedrooms
2 bathrooms

sleeps 6

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$104

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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$400

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

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$343

Luxury Romantic Oceanfront Siesta Beach Condo #304

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

“What a View!” This is a very nicely decorated 1 bedroom and bath on Siesta Key Beach. You have an unobstructed view of the beach the minute you look into the condo. There's a great view from the bedroom as well! Very easy walk fo the beach..chairs and umbrella provided as well as all the amenities of home. We'd stay here again!

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$183

Ultimate St Pete Beach Front Rental Condo #101

St. Pete Beach apartment

2 bedrooms
2 bathrooms

sleeps 6

“Comfort and Convenience” We only stayed for 2 nights, but would not hesitate to rent here again. The location on St. Pete Beach was perfect. Even though there was temporary beach dredging going on in front of the condo this did not ruin our stay. The access to the beach was very convenient and there were less people and more room at this end, away from the larger hotels. The accomodations were just as pictured. Beautifully updated - everything clean as could be. All the conveniences were there and in working order. We look forward to the next time we can book a visit.

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$400

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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$308

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 3 hours 22 minutes

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$195

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.

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$206

Lifestyle on the island

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

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$172

River Strand Country Club Resort Vacation Home

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 4

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$152

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 5

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$205

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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$257

Amazing views, 11th flr, On the beach

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

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$408

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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$165

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.

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$512

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 34 minutes

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$143

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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$313

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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$270

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...

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$428

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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$138

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.

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$189