Guesthouses Tampa

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699 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Mountain Views Beach or lakeside relaxation

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Price per night from

$172

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

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Price per night from

$109

YOLO HOUSE, WINDSOR WHERE LUXURY MEETS ADVENTURE : POOL / SPA INCLUDED

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

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

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Price per night from

$574

Orlando Dream Vacation Home

Reunion house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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

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Price per night from

$402

4BD 3BTH 1.5 Miles from Disney World

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Beach or lakeside relaxation, Mountain Views

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Price per night from

$160

Christmas and New Year's Eve in Orlando, FL, 2- 8 people, 12/25-1/1

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$271

3 bedroom, 2 bath home, just steps to the beach

Treasure Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“What a great week we had” We recently had a family reunion at this beach house. There were eight of us and there was plenty of room. The house was a wonderful place and we really enjoyed morning coffee around the island in the kitchen and s'mores in the evening on the back deck around the fire pit. Several times we grabbed a glass of wine and walked to the beach to watch the sunset and even saw a few dolphins. The area seemed to have a lot of events happening nearby, sand sculptures on the beach, shopping at a restored fishing village with several unique shops, bands on the sands and fireworks. The oversized wrap around deck added extra room to what already felt like a spacious house. The house is beautiful and we look forward to vacationing there again.

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$459

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♡

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$259

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 22 minutes

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$197

Anna Maria The Pink Flamingo

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 41 minutes

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$460

Lifestyle on the island

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$172

A Place In the Sun

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$172

2 bedroom condo, Coquina Key, Tampa Bay, Florida

St. Petersburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Waterside at Coquina Key has it all!” Waterside at Coquina Key is a a well kept up gated community that offers all the amenities a wonderful vacation requires. Marlean's condo provides a nicely updated unit that allows you to enjoy the waterside condos in comfort and provides all the extra's you need to relax and unwind in the peace and tranquility of a watersdie property. The kitchen had all you needed and more and was nicely updated and contained all you need to cook in or prepare a quick breakfast and take off for the pool or to work-out. The only small downside is not to have a wash and dryer available in the unit. Although one is available 24/7 as the clubhouse and you can use your debit card to work them. the beds were comfortable, and the living area had ample seating available. Thank your for shring your condo, it was wonderful.

Responds fast! avg. 1 hour 34 minutes

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$144

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

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$213

Sarasota 2BR 2BTH Condo Close to Siesta Key Beach

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$61

Elegant Beach Front Penthouse on Desirable Belleair Beach, FL 2B/2B

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$201

Sunset Beach Bungalow

Treasure Island studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 3 minutes

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$148

Gated Gorgeous Family Home Near Downtown Tampa & Beaches!

Riverview house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 3 minutes

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$402

Renovated 1BR Haven - 2 Mins from Sunset Beach!

Treasure Island house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 3 minutes

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$206

Cute 1 bedroom - 5 min Walk to Beach

Treasure Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 3 minutes

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$241

♥EEV♥ Private Pool with Lake View - Couples Getaway

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$214

SunWay Suites Unit 1 Sandpiper

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$150

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!

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$167

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$368

Tropical Retreat - Townhome Condo w/Patio - communal Pool - 3 min walk to Beach!

Indian Shores townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$402

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Gulfport house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Palm Cottage” Exceeded our expectations! Absolutely the perfect location. Palm Cottage was adorable, clean, well stocked with supplies, and sooo relaxing. Restaurants and beach an easy walk on brick streets. So much charm. Will definitely be back.

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$160

Casa Mar - Unit 58: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$309

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$401

Bianco Sands 2 Bedroom - 2 Bath; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$286

Casa Mar - Unit 20: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

1 of 3 filters match

Price per night from

$309

Casa Mar - Unit 8: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$275

Casa Mar - Unit 22: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$263

The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District

Gulfport apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$127

Starfish Bungalow 1B/1B 2 Min from Bay and Beach!

St. Pete Beach bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$458

~ 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

1 of 3 match: Rental types, Mountain Views, 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!

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$230

Lido Sunshine L

Lido Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$171

Lovely one story home on the water

Palmetto house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Mountain Views, Beach or lakeside relaxation

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Price per night from

$460

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