Guesthouses Tampa

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897 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Bicycles available Beach or lakeside relaxation

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Price per night from

$172

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

Gulfport apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$126

Bianco Sands 2 Bedroom - 2 Bath; 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, Beach or lakeside relaxation, Bicycles available

2 of 3 filters match

Price per night from

$297

Casa Mar - Unit 22: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$263

Casa Mar - Unit 8: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$274

Casa Mar - Unit 20: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$308

Casa Mar - Unit 58: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$308

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$400

Direct Beachfront Delight: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$240

Charming Lido Key Beach House 5 min Walk to Beach!

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$409

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, Bicycles available

2 of 3 filters match

Price per night from

$315

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$308

Our House at the Beach - 501: 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, Beach or lakeside relaxation, Bicycles available

2 of 3 filters match

Price per night from

$343

Bianco Sands - 1 Bedroom 1 Bath: By Beachside Management

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$251

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$240

Bianco Sands - 2 Bedroom - Poolside: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$331

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, Bicycles available

2 of 3 filters match

Price per night from

$224

Pelican Cove

Indian Rocks Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 of 3 filters match

Price per night from

$274

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$515

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$320

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$240

Crescent Arms; 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, Beach or lakeside relaxation, Bicycles available

2 of 3 filters match

Price per night from

$411

Hidden Paradise - Bungalow 1; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$286

Beach House Residence - Penthouse; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$434

Hidden Paradise - Bungalow 2; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$286

Perfecto's Retreat Unit #1

St. Petersburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$343

Waterfront Home away from Home

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 56 minutes

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

2 of 3 filters match

Price per night from

$109

Cove Cay Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$54

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$201

Apartment close to Disney parks

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$182

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, Bicycles available

2 of 3 filters match

Price per night from

$149

AVALON- POOL VIEW IN A MODERN CONDO - Feel at Home and enjoy your stay

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

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

2 of 3 filters match

Price per night from

$227

2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Location, Very Well Appointed” This house is perfectly located right in Siesta Key Village within an easy walk to shops and restaurants. It is also just a block from the beach. No parking hassles! The house is very well appointed. The owner has thoughtfully provided more than enough coffee for the Keurig, lots of towels, and all needed kitchen utensils, dishes, containers, and cooking supplies, in addition to a beach wagon and chairs. Although not luxurious, this is a very comfortable rental. We also liked the privacy of having our own house. The only negatives were the lack of towel racks in the bathrooms and the lack of hot water in the bathroom with the tub (it remained only warm, even after running for a very long time). The water in the other bathroom was fine.

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

2 of 3 filters match

Price per night from

$315

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$778

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$858

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$549

Fanta-Sea 47; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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

2 of 3 filters match

Price per night from

$457

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