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1,746 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Waterfront Beach or lakeside relaxation

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Price per night from

$172

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Four Shores Gulf Condo # 3 Direct Gulf w/ Pool & Spa

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$499

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!

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

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$184

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!

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

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Price per night from

$201

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, Waterfront, Beach or lakeside relaxation

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Price per night from

$286

Luxury water views condo in a resort style complex with lots of amenities

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Excellent Holiday Getaway!” My husband and I stayed at this beautiful condo for a week in October 2013 and it was absolutely beautiful. It was exactly what we were looking for. Beautiful birds to see right at your door step. This luxury condo is very close to downtown which was good for night life and great food. I would recommend this condo to anyone. Also the owner Sabina was very welcoming which made us feel as if we were right at home!

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

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Price per night from

$201

Clearwater Beach Furnished Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$172

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, Waterfront, Beach or lakeside relaxation

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Price per night from

$241

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!

Responds fast! avg. 3 hours 50 minutes

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

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Price per night from

$802

Indian Shores Condo

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very good, lovely view, handy for beach” A nice location close to beach and with beautiful view over inland waterway. Well kept apartment with on-site facilities.

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

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Price per night from

$99

Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$343

Wonderful Belleair Beach Condo

Belleair Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$144

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, Waterfront, Beach or lakeside relaxation

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Price per night from

$382

Beachside Getaway Super Location

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$132

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.

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

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Price per night from

$314

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, Waterfront, Beach or lakeside relaxation

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Price per night from

$1,145

“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, Waterfront, Beach or lakeside relaxation

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Price per night from

$245

Beachfront PATIO Cottage at beautiful Sandy Shores on Gulf of Mexico

Indian Rocks Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Family vacation” Wonderful place gorgeous views comfortable and relaxing you couldn't ask for more in a vacation spot great location.

Responds fast! avg. 1 hour 4 minutes

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

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Price per night from

$205

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$315

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, Waterfront, Beach or lakeside relaxation

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Price per night from

$99

The House the Mouse would stay in

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$182

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key studio

  • Studio
  • 1 bathroom
  • sleeps 3

“Nice Beachfront Location” We stayed there in late June and found it very suitable for our needs. The beach was very accessible. View was awesome. The unit was clean and comfortable for 2 adults.

Responds fast! avg. 1 hour 56 minutes

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

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Price per night from

$194

Best price on the beach! For a gulf view condo

Indian Rocks Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great Place To Stay!!!” We enjoyed our stay so much in this condo! Jennifer was helpful and made booking easy!! She definitely made the process easy for us and answered any and all questions we had. We will definitely be back!

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

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Price per night from

$229

"Island Oasis" A single family North end canal home with pool

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$745

Lovely one story home on the water

Palmetto house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$458

Panoramic Ocean Views 2

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!

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

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Price per night from

$201

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, Waterfront, Beach or lakeside relaxation

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Price per night from

$277

Sunset Beach One Bedroom Gulf View

Treasure Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$229

Beachside, Updated Luxury Fully Stocked Beach Condo

Indian Rocks Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

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

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Price per night from

$258

Four Shores # 2 “Beach” Condo is a 3 Bedroom/2 Bathroom Luxury Rental

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$498

Torre Del Mar: Luxury Beachfront Paradise

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

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

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Price per night from

$430

Sunshine Paradise at Redington Beach

Redington Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$229

Luxury condo for ultimate Florida beach getaway

Treasure Island apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$258

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

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Price per night from

$148

Our House at the Beach, Lake House - C103; By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

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Price per night from

$320

Perfecto's Retreat Unit #1

St. Petersburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$343

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, Waterfront, Beach or lakeside relaxation

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Price per night from

$195

Stunning Lake View House 2mls to Disney,games room

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Superb orlando villa - fantastic family home away from home” This was our first ever booking with HomeAway/VRBO and we were immediately drawn by the description, photos and other reviews on the site for Lakeview House. We decided to go for it (a family of 3 adults, 2 children) and the booking process was seamless - Derek, the owner, was in constant touch and with very useful information ahead of arrival. Although our flight from the UK had a bit of a glitch (meaning we arrived in the dead of night) we found the place without issue. There is always a nagging doubt with 'owner direct' type sites that pictures can be taken to flatter, or camera angles used to conceal. However, this is completely without warrant in this case and I can categorically guarantee that what you see in the pictures is absolutely what you get in real life! Think that wonderful vista over the lake behind Mickey and Minnie framing the fountain is an illusion? Absolutely not, it's that fantastic. Think the pictures of the pool and spa look too good to be true? Well believe it, we enjoyed them to the full. Games room really that capable? Oh yes, my son and I enjoyed the pool table and the air hockey immensely. This villa was perfect, and as travellers a long way from home, it was a joy to stay in. Location was excellent - to the west end of the '192' so great for driving to the parks and in a quiet and tidy residential street. As there is no-one immediately to the right of this villa (there's a small 'inlet' from the lake) there is a 'semi-detached' feel to it which adds to the sense of open-ness and space when out the back. Facilities were superb, kitchen well appointed, TVs everywhere. Missing 'ice hockey' pucks were spotted before we arrived and dealt with proactively - this villa is clearly well managed and Derek gave us a ring mid-stay to check everything was ok. Beds were comfy and air con and fans meant the villa was always a welcome and refreshing haven at the end of tough day in the parks. It was an intense two weeks for us as a family, as we were doing the Disney and Universal 'thing' to the max but the villa was everything we hoped for and more. We whole-heartedly recommend this villa either as a base for doing the Orlando 'Madness' or simply as somewhere to stay 24/7 and soak up the sun quietly. We will certainly return, God-willing, and if you're reading this and tempted to book, go ahead and bon vacances! Thanks you Derek and Julie for sharing your home with us. Ali & Helen, South Wales, UK

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

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Price per night from

$205

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