Guesthouses Tampa

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851 guest houses

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 City breaks

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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 City breaks

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Price per night from

$172

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A Beautiful Bungalow in St Pete!

St. Petersburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$344

Cup of Love - Largo 3/2 with HOT TUB

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

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

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Price per night from

$228

Angels By The Sea - 7 Bedroom House- Sleeps 14

Largo house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 3 minutes

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

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Price per night from

$457

Dreamy Vacation Rental - Minutes from the Beach

Seminole house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 42 minutes

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

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Price per night from

$229

Prime Location: Relaxing Stay near Beaches

Safety Harbor condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$84

Fully renovated Apartment, Minutes 2 Beach, DownTown and Pinnellas Trail

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$170

Tampa TreeHouse

Tampa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Perfect Vacation Home!” This is the perfect vacation rental!! Clean, comfortable and well furnished. Close to beaches, entertainment and dining. The owner has all the bases covered and goes the extra mile to help with anything you need. I highly recommend this property for your vaction and am already planning our 2015 stay! Thanks again Javier!

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

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Price per night from

$423

“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, City breaks

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Price per night from

$327

Cove Cay Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$54

Best IRB Location - Close to Restaurants and Shops

Indian Rocks Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$224

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, City breaks

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Price per night from

$114

Spacious 3 bed / 2.5 bath Townhouse on Regal Palms Resort, close to Disney

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$113

#1 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$344

#2 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$344

#5 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$344

#10 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

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

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Price per night from

$458

#8 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$344

#4 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$344

#9 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$344

#3 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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

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Price per night from

$344

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

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Price per night from

$182

Cute Efficiency Apartment - nice neighborhood

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Great place to stay in sarasota” Very nice one bedroom apartment with everything you need. Close to everything. Quiet neighborhood. Just a great piece of mind renting from Terry had no worries at all.

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

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Price per night from

$103

La Isla Bonita

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

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

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Price per night from

$258

PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet

Indian Shores house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!

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

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Price per night from

$487

Newly remodeled Condo at Legacy Dunes with easy access - resort amenities

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$130

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, City breaks

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Price per night from

$3,092

Gorgeous Beach Condo - Steps to Beach

Indian Rocks Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

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

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Price per night from

$343

Pineapple Paradise with Private Pool in Windsor Hills by Notable Vacation Rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Good location, townhouse had everything we needed.” The townhouse was conveniently located for us. We went to Disney one day, downtown Orlando twice for Citrus Bowl events. We had a minor issue with what was referred to as "drain flys"... but it was quickly addressed. I would go back to this property.

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

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Price per night from

$201

Legacy Dunes Condo, Kissimmee, Orlando

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$102

* Busch Gardens " Welcoming & Comfortable"

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

“Sunshine State Vacation Well Done!” We had an amazing time in this lovely Florida rental. I would highly recommend this place for families with kids. The house is clean and conveniently located near many fun things to do. Disney is only hour and fifteen minutes away which made easy for one day visit to Magic Kingdom! Host was friendly and resourceful. He was quick to respond to all of our questions and he offered advice on many great things to do in the area!

Responds fast! avg. 2 hours 59 minutes

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

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Price per night from

$179

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, City breaks

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Price per night from

$509

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

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

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Price per night from

$514

2 miles to Disney,1650 sqft 4BR/3BA big Condo from $80/nt

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent location and all the comforts of home.” Condo was within walking distance of a Winn Dixie grocery store, Fridays, Cracker Barrel, and Outback. The community pool and hot tub were excellent. The condo was equipped with everything we needed. The only negatives were the fact that we were a little disappointed that the ice maker didn't work and definitely dismayed by the fact that the smoke alarms were disconnected. We also had some periodic problems with the cable TV and wi-fi. Those are the things that caused a very good rating instead of an excellent rating. But other than those we would highly recommend the place and definitely stay again, especially if the smoke alarms are fixed.

Responds fast! avg. 1 hour 27 minutes

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

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Price per night from

$126

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$134

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, City breaks

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Price per night from

$212

4BR/3BA 1650 sqft Condo from $100/nt, 2 Miles to Disney

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent Location” THis place was great for our family we stayed for 12 days and have no complaints. We will try to stay next year as well. Thank you

Responds fast! avg. 1 hour 27 minutes

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

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Price per night from

$115

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