Guesthouses Tampa

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1,592 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 Golf within 30mins drive

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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 Golf within 30mins drive

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Price per night from

$172

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Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!

Responds fast! avg. 1 hour 14 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$224

Reserve at Town Center Lake View Disney Villa with free Wi-Fi and Netflix

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 7 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$132

Elegant French Country Cottage & Mother in Law Apt

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$458

Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“This was the definition of home away from home” great value for your money...very cozy, with lots of new upgrades. Easy access to the beach and restaurants.

Responds fast! avg. 1 hour 14 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$316

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$333

Sunshine's Hideaway - Beachfront with Private Pool

Indian Rocks Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$1,449

Treasure Island Villa - Beachfront with a pool!

Treasure Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$1,979

3 Palms Retreat - Beachfront

Indian Rocks Beach house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$1,584

Beachfront Getaway in Siesta Key

Siesta Key townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$224

1 Bedroom Madeira Beach Cottage

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$155

4 Bedroom 3 bath Luxury Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Amazing” Our stay at this property was perfect. Loved the pool and games room. The house was the perfect size for our group.

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$174

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, Golf within 30mins drive

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Price per night from

$201

Cozy carriage apartment in Tarpon Springs

Tarpon Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great stay in Tarpon Springs” What a gem of a place. We had two bedrooms, full kitchen, living area and sun deck. What more could you want! gulf beaches, restaurants etc are all nearby. Super clean with all the necessary amenities including beach chairs, towels etc. The neighborhood is super quiet with lots of old Florida charm. It was three of us traveling including a friend and my husband. We felt right at home! Would highly recommend this place.

Responds fast! avg. 43 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$150

Jacaranda Artist Retreat

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$219

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, Golf within 30mins drive

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Price per night from

$180

Home Away Villa

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$230

Superb Orlando Holiday Villa Sanctuary Westhaven

Davenport villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$170

Intracoastal Indian Rocks Beach House

Indian Rocks Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$459

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, Golf within 30mins drive

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Price per night from

$122

Sundown Palm

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$345

Beautiful Condo in Madeira Beach January Special

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$201

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, Golf within 30mins drive

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Price per night from

$77

Cheers to this 2 BR Gulf-front/Intercoastal Endless Summer Beach Retreat!

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 52 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$353

Caribe Cove Resort - 2 BR * Unit Top floor * New Mattress - WiFi/Parking free

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$253

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, Golf within 30mins drive

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Price per night from

$259

5 Bedroom Villa Near Disney!!!!!

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$184

Relaxing Condo on Siesta Key - Close to beach - Mermaids Rest

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

2 of 3 filters match

Price per night from

$333

BeachTrail Lodging Apt 1

Indian Rocks Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$230

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

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 57 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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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, Golf within 30mins drive

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Price per night from

$201

Luxuriously Updated Lakefront House

Lutz house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$207

September Fall Fun in the Sun Mickeys Place - Wiltshire Villa

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$213

Casa Del Mar in Apollo Beach

Apollo Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$1,033

Disney Area Vacation * Kissimmee *

Four Corners villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$253

1st FLOOR * Resort Near Disney * West Kissimmee *

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$230

Disney * Kissimmee Area Villa * Beach * 4 Pools *

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Golf within 30mins drive

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Price per night from

$230

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