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Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Beach or lakeside relaxation Walking trips

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Price per night from

$193

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Beach or lakeside relaxation Walking trips

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Price per night from

$173

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Grand Palms Resort - Vacation Rental - 3BR, 2BA

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great place” Have a great experience there. Very clean very well furnished.quiet place. Have a great time there,s a great pool . thanks

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$114

Apartment close to Disney parks

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$183

Amazing Disney Vacation Home - 4Bds - Paradise Palms - Orlando

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 55 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$137

Palm Key Get-A-Way

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$201

La Isla Bonita

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$259

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$101

2 Bed / 2 Bath Resort Condo near Disney

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful, amazing” The condo was huge and beautiful, it had everything we needed and then some. The owner was very helpful and went beyond expectation to meet our needs and make our vacation awesome. Shops and fun excitement was just a 15-20 min drive. The pool was wonderful.

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$173

Boutique Beach Events Hotel Takeover! 11 Private Rms, Sleeps 50 w/Event Space

Treasure Island hotel apartment

  • 12 bedrooms
  • 11 bathrooms
  • sleeps 49

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$3,099

Crooked Lake Cove

Babson Park house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$230

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$115

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$345

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.

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$166

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.

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$510

5* Windsor Palms, Conservation View, South Facing!

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

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Price per night from

$213

Disney Vacation Condo - stay 6 days get 7th FREE

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Owner is awesome. Goes beyond to satisfy guest” This is a 3 bedroom 2 bath unit. Unit has everything you need. It was clean except for the carpets. I called the owner and she asked what did she need to do to make this better. I said clean carpets. She sent Stanley Steamer out to clean them! That was awesome! Loved that we had washer and dryer in the unit. The unit does need some TLC. Deck attached to the master is in need of repair and the bathroom could use and update for sure. We enjoyed our stay and it was very comfortable! Owner is fabulous to work with...best ever!

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$101

Scotty's Luxury Orlando Villa - Snowbirds welcome

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$173

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$160

My Disney Townhouse

Four Corners townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$144

7 room TampaGolfVillas at AmericanVacationLiving

Wesley Chapel villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 48 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$1,114

14 room DisneyEstate by AmericanVacationLiving..

Davenport villa

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 24

Responds fast! avg. 3 hours 48 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$1,114

Fall Special !! Up to 20 ppl - 7BR(4 King)/5.5BA-3miles to Disney

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 20

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$286

Family & Friends Unite For Fun✩Amazing Villa w/ Unique Upscale Amenities

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

“Amazing” We had a family of 10 and it was enough space for us. The kids loved the pool and movie room. I liked house to house was so updated and beautiful. We definitely would stay here again.

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$331

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$431

Extra Spacious Villa 10 mins to Disney

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great weekend” The house is in great condition an have all kind of amenities The heated pool and the spa are wonderful.

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$209

3br/2ba condo/lake view from $99/nt, 2 Miles to Disney

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$115

“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 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$144

The Harmoni in Serenity - Orlando

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$127

Responds fast! avg. 2 hours 40 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$603

Beautiful townhouse

Davenport townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent location” Great rental Home owner made process quick and easy. Very safe community, short drive to parks and airport. Will rent again witn David without hesitation.

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$87

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$109

“Great Home with plenty of space” My family stayed here to bring in the New Year and we loved it. There was plenty of space and the home was well kept. The pool area great and the open concept upstairs and downstairs was perfect for large groups. The location of the home was close to Disney and other activities. The only thing I would suggest is more cookware. There was not many pots and pans to cook with.

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$459

Gated cozy 3bd villa, Overlook Pool, 3mi to Disney

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$138

⭐Fabulous Villa w/ Private Pool - Few Miles to Disney⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$369

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$144

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$150

2 of 3 match: Rental types, Beach or lakeside relaxation, Walking trips

2 of 3 filters match

Price per night from

$138

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