Clearwater, FL Vacation Rentals

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119 cottages

The Harmony Oaks Homestead - Florida Cottage Rental

Brooksville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 23 minutes

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$205

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Paradise On Lake Harris Apt #102

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$213

Paradise On Lake Harris Apt #201

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$202

Paradise On Lake Harris Apt #101

Leesburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$239

Paradise On Lake Harris Apt #202

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$225

Paradise On Lake Harris # R.V.

Leesburg caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 10

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$166

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

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$132

Near Disney, 5 Star Princess Themed Home and Resort

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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$659

Vacation Rental Near Hard Rock Hollywood

Hollywood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$401

BEST PARADAISE ORLANDO

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$264

Casa de Cox

Southwest Ranches house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$802

Luxury Miami Oasis Villa (Near Beach & Airport)

Kendall West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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$687

Enchanted Hideaway: 20 Min Away from Disney World and Unforgettable Experiences!

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$229

172 VD - Blissful Haven: Serene Retreat

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 40 minutes

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$92

BSV3225 PROMO Luxury 9 Bed 6 Bath in Windsor Island

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

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$205

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

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$177

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 27 minutes

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$121

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$344

⭐Spacious and Comfy 8 Bedroom & Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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$407

⭐Miles from Disney World - Gorgeous 8 Bedrooms w/ Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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$407

Luxury Ranch House w/ Private Tennis Court and Pool

Southwest Ranches house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$1,145

Four Seasons 2 bedroom suite

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$979

Luxury upgraded home with lakeview, salt water heated pool 4 Mi from the beach

Jensen Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$652

From $120/nt,5br/3ba townhome with hot tub,Close Disney,Seaworld,Convention Ctr

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the house and will return there and refer it to my friends without hesitation.

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$149

*9332 SH - Champions Gate Unique Luxury 7BR

Reunion house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 21

Responds fast! avg. 3 hours 40 minutes

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Price per night from

$378

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$287

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$172

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$354

Perfecto's Retreat Unit #1

St. Petersburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$343

Peacock Cottage

Sebastian cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

Luxury Beach Cotttage

Sarasota cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.

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$532

2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Best home away from home at the beach.” I spent a lot of time searching for a bungalow at the beach and my expectations were surpassed when I opened the door! The owners were thoughtful in design, layout and furnishings to provide a laid back experience at the beach. I wished I could have stayed forever - it was that nice. I especially enjoyed the fully stocked kitchen which included colorful dishes to match the colorful walls and great blue floor! Best of all - location - you can walk everywhere as you are right in the historic Bridge Street neighborhood.

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$245

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$114

Unforgetable Waterfront Cottage Retreat

Hudson cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Great place to stay!” I often stay in vacation rentals for family visits, and this place in Hudson Florida was perfect. Pet birds on the fantastic dock; awesome TV; washer and dryer! When they say it has everything -- they mean it!! Thank you!

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$201

Beach Cottage, Old-Florida Style!

Gulfport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$103

"Romantic" Coquina Cottage ON the Beach~Pet friendly~BOOK NOW B4gone!

Captiva Island cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Best New Years Ever!” We started out the new year in your home and what a great start it was. We have never had the priviledge of being so close to the beach for a vacation! We felt so safe and private. We have 7 littles and the two youngest would even run around naked sometimes. In the chaos of the season on this island, we felt like we were the only ones here when we stayed at your home, you provided everything we needed and the your gardener was very friendly. We saw dolphins daily if not multiple times a day! A special treat . . . dolphin pups with their mothers frequently visited. The beach was virtually private. The owners were very accomidating to our special circumstances. Thank you for that.

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Price per night from

$1,077

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

$458

NETTLES ISLAND 872 - Jensen Beach

Jensen Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Recruitment coordinator” So much to do and see, beaches, horseback riding on the beach. Wonderful place to stay in nettles island, Jenson beach Fla.

Responds fast! avg. 3 hours 41 minutes

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Price per night from

$126

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