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1,149 guest houses

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 Wheelchair accessible

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Price per night from

$172

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Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$365

Newly renovated beach house near AMI free trolley stop with Private pool

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$559

♥EEV♥ Private Pool with Lake View - Couples Getaway

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$213

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♡

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$258

Anna Maria The Pink Flamingo

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 41 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$457

Oceanfront Condo at Beach Cottage One. 1400 SQ Ft with 2 King Beds.

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 11 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$211

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$77

Lovely one story home on the water

Palmetto house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$457

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, Wheelchair accessible

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Price per night from

$113

Amazing water front view home newly renovated

Indian Rocks Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$514

Beautiful Beachfront Condo on the FL Gulf Coast

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful family beach vacation condo” The condominium is a great place to stay. All the amenities you need to enjoy a relaxing family vacation. There is an picturesque view of the beach on the balcony and a large pool to enjoy. The location of the condo is convenient to shopping and restaurants. Carol (the owner) is always very helpful and accessible if you have any questions about your stay. We have found a new place to stay on our summer vacation and can't wait to visit again next year!

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$240

Sunsets, Cocktails and Memories!

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Spacious and beautiful” My girlfriends and I just finished our stay for the third year in a row. This is an outstanding condo. With four or five of us, there is plenty of room. The private spiral staircase to the beach is great! No waiting for the elevator with everyone else. We love sitting on the porch early in the morning and again at sunset. Spectacular views! Also you can visit the Suncoast Seabird Sanctuary which is about 1/2 block to the south. Would highly recommend this condo. We hope to be back again next year.

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$380

HOME AWAY FROM HOME ..

Indian Rocks Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful stay in Indian Rocks Beach” My wife and I celebrated our 31st anniversary and stayed in Sharif and Sabine's condo 202 Reef Club 1000 Gulf BLVD. They bent over backwards to make sure our stay was incredible. They asked us to do a quick run through of the unit and if there was anything dirty or needed repair to call immediately. We called on a toilet issue and over the phone we repaired it within minutes. They also had beach chairs umbrella and toys to play with so we did not need to bring anything with us. We are looking forward to our next stay. I have business in Tampa and usually stay at a hotel. if this unit is open, it was less expensive and had tons more room.

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$1,141

“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

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

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Price per night from

$245

Luxury 3BR GulfFront "Grateful to be at the Gulf"

Hudson apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 59 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$99

Elegant, Direct Ocean-Front Condo w180 degree view

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Just perfect!!!” I can't think of any way the condo could have been better. The view is PERFECT. Plenty of towels, blankets, kitchen items, Keurig coffee maker, toilet paper, paper towels, dishwasher detergent, beach chairs, toys, even a cooler, DVDs, games... everything was there. The only thing we couldn't find was a vase for flowers! We managed with a large water glass. We didn't use the pool so I can't comment on that. The beach was uncrowded and had fresh sand. The condo was super clean and bright. Even the exterior halls were hosed down each morning. Thank you so much Kay for a great vacation!

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$570

Doc's Magical Escape, Sleeps 14, Wireless Internet

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“Family Vacation” The house was nice. The grandkids loved the pool. The house was close to all the attractions. We enjoyed our vacation. We will book again

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$200

“Perfect, as seen on the pics” Was a great pleasure to be there and very helpful information from the owners side. Easy to book and friendly service. We will be back one day, for sure.

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$326

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$152

Lake View Villa Orlando

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Lovely, relaxing holiday” My wife and I stayed here for 2 weeks to celebrate our silver wedding anniversary in Jan/Feb 15. The villa is beautifully furnished and equipped. The pool and pool area is very large but the weather wasn't quite hot enough for us to brave the pool itself. The view from the pool over the lake is really spectacular. The Hampton Lakes area is nice and quiet and is conveniently situated within a very short drive of some great restaurants and supermarkets. It's also very easy to reach Clermont, straight up the US27 or Orlando/Kissimmee via the I4. Kan and Myat were extremely good at providing us with all the information we needed and the booking process was straightforward and very efficient. I would highly recommend the villa to either couples or families.

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$179

Holly's Lakeside Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$183

Cocoa Villa

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation to remember” beautiful home, beautiful neighborhood, security guards were very nice, always smiling and greeting us as we enter and exit, The pest control guy was very informative and nice, seems to love his job. The maintenance guy answer questions and followed up on our concerns immediately. Overall I enjoyed our home and would be interested in leasing property out there. Very convenient to all stores and dinning areas

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$122

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$200

Pilgrims Paradise Solterra | Pool / Spa & Games Room FREE WiFi | Golf & Tennis

ChampionsGate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 56 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$257

Home Away Villa

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$229

Little Palms Villa. A lakeside home with style.

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent” Our stay at 4638 Runabout way was amazing. We loved that the house was very nice, spacious, and clean for my family and I. We loved swimming in the pool everyday. The service was excellent all around. We would definitely stay there again.

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$194

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$148

Martin Family Clearwater Retreat

Clearwater townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$571

Luxury 3-bdr house next to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$194

Luxury 6-Bedroom Lakeside Villa near DisneyWorld

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

“Vacation” The house was clean and spacious, it was perfect for my family and I to enjoy each other and rest. Thanks

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$206

Direct Beachfront Unobstructed Ocean View Feet on White Sand Condo With Pool

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$343

♥EEV♥ Resort Home - Lake Views - Sunny Pool & Spa - Lazy River

Davenport house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$344

Luxury Penthouse Condo Overlooking Beach/Gulf

Treasure Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$284

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$276

Disney Area Villa with Pool

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Wonderful home” My family and I had an awesome trip and this wonderful home was certainly a highlight. Very clean, spacious and a great location. We would love to stay again!

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$126

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$343

Cove Cay Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Wheelchair accessible

2 of 3 filters match

Price per night from

$54

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