Apartments Treasure Island

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2,361 apartments

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$344

Beautiful Large Studio Condo on the Lake

Orlando apartment

  • 1 bathroom
  • sleeps 4

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$228

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$320

Treehouse Old Homosassa/River Safaris (waterfront)

Homosassa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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$258

Weekly 2 bedroom Apartment for 8 guest all amenities included

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 17 minutes

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$121

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Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$860

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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$596

VIP island vacation home

Grant-Valkaria house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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$431

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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$1,145

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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$572

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 36 minutes

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Price per night from

$138

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.

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Price per night from

$138

NSS Pattam, custom 84 foot traditional motor yacht downtown.

St. Petersburg yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 42 minutes

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Price per night from

$1,374

Downtown Stuart Oasis

Stuart apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$132

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$976

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$744

River Island - North - East - West Villages at Orange Lake

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$246

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$1,145

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$916

Old Palm Waterfront Vacation Rental Home

Sebastian house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Wonderful house in great location” What a wonderful, well equipped home in such a great location. Both in the house and surroundings there is so much room to sit, walk, run and explore! All our family met here, 3 couples and 17 month twin boys and it was ideal! The porch at the back was just perfect for everyone, a wonderful safe area for the boys to play and comfortable chairs for us all to relax without a mosquito in sight! Open living room and kitchen was easy to work in with a delightful dining room where we could eat in the evenings. Good size bedrooms and bathrooms, the master suite is incredible and huge! The house is very easy to baby proof also, we took a couple of extra safety gates to keep our little guys from getting into mischief! And I have to mention the peacocks, they just stroll around everywhere, surprised us once or twice, but are very friendly and amazing birds. The location is great, there is a huge Publix , Dunkin Donuts and plenty other stores close by. I think if you want a peaceful, relaxing weekend, week or long vacation this is the home to rent. Bill Clark, the owner, was there to meet us and show us round and was on hand if we had any questions. We really look forward to going back soon!

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$373

Beautiful 2 Bedroom Condo on the Lake

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$343

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$487

Responds fast! avg. 30 minutes

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Price per night from

$114

Island Beach cottage rental w/king+2bikes+smartTV

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

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Price per night from

$224

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

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Water, water everywhere” So very, very close to the beach. Very helpful agent. Had 11 people with plenty of room .awesome time.

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$773

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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Price per night from

$509

Luxury Beach Front Villa with Pool, Captiva Island

Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Sunset Dreams - Tropical Paradise” What a wonderful place! We just returned and we miss it very much already. As my wife puts it, "it was like being in another world!" She's become an overnight ornithologist and marine biologist. The owners went well above the standard of what a normal property rental would be. From furnishings, to decor, to kitchen utensils, and appliances; they blow every rental property we've ever seen right out of the water. The home is immaculate. And the island itself has endless things to do. We've already booked for next year!

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Price per night from

$642

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

St. Pete Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 9 minutes

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Price per night from

$340

Tropical Bliss: Lazy River, 5 Pools, Bar, 2 Restaurants, Cabanas!

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$458

***Super clean and beautifully renovated studio near Universal & Disney***

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$153

Chic Custom-Designed Luxury 2BR/2BA with Sunset View Balcony

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$287

Hibiscus at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$490

Cozy Steps2 Vinoy, Dali, Pier & Dtwn! patio+bikes

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

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Price per night from

$89

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

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$482

Naples 7min. to the beach - Play golf, tennis and pickle-ball 2 - WIFI

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Really nice, everything is new and immaculate.” The condo is perfect. It is immaculate, comfortable and pleasantly decorated. The owner made sure we had everything we needed, (well stocked kitchen, plenty of towels, laundry detergent etc.), for a wonderful vacation. The views from the balcony are beautiful and peaceful. The pool is just a few steps away from the condo where met very friendly residents.

Responds fast! avg. 1 hour 14 minutes

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Price per night from

$172

Anna Maria Island Vacation Rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

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Price per night from

$166

$483/WK! BEST PRICE COCOA BEACH FULL OCEANFRONT/ 12 steps door to beach /quiet

Cocoa Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$113

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rentals in Treasure Island

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