Guesthouses Florida

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3,408 guest houses

Private Home in the Heart of Orlando!

Windermere guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Rental types Golf within 30mins drive

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Price per night from

$115

North - Sunset Hide Away in Paradise

Naples guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 22 minutes

Match: Rental types Golf within 30mins drive

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Price per night from

$298

West - Sunset Hide Away in Paradise

Naples guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 22 minutes

Match: Rental types Golf within 30mins drive

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Price per night from

$255

Bed and Bath in Boynton Beach

Boynton Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Golf within 30mins drive

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Price per night from

$401

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 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 Golf within 30mins drive

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Price per night from

$173

Las Tortugas Azules Adult Retreat

Naples guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Golf within 30mins drive

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Price per night from

$287

NEW!! Gated 2/2 Single-family Guest House! 13 mins to Englewood Beach!

Englewood guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Golf within 30mins drive

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Price per night from

$241

PRIVATE STUDIO w HOT TUB 6 min from AIRPORT & CRUISE

Fort Lauderdale guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Golf within 30mins drive

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Price per night from

$127

Sunshine State of Mind Studio

Jensen Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Golf within 30mins drive

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Price per night from

$92

Siesta key Guest House 5 star on the water Private

Siesta Key guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Rental types Golf within 30mins drive

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Price per night from

$230

Historic Avondale private guest suite in quiet neighborhood, walk to Boone Park!

Jacksonville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Rental types Golf within 30mins drive

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Price per night from

$178

Pet-friendly Apartment with pool, hot tub & boat ramp near Pensacola Beach

Pensacola guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Match: Rental types Golf within 30mins drive

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Price per night from

$431

The Shed in Downtown Orlando

Orlando guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Golf within 30mins drive

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Price per night from

$109

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Beachfront Views

Miramar Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$574

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$488

BEACH BUMM COTTAGES - NEXT TO GULF WITH INGROUND POOL

St. George Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$171

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$171

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$517

South West Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$190

Waterfront Estate with private beach and dock

Manalapan house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$2,296

Sprawling multi-acre Estate -300 feet waterfront

Fort Lauderdale house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$3,443

Beautiful Bonita Springs, Florida Condo

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$131

Super Location; BEAUTIFUL condo grounds

Port Charlotte condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$58

Ocean Front Boardwalk Property

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$459

“Great Family Memories” We give this home an A+!! Everything about it from the appearance, to the owner (Liz), to the location, and the management company combine to give you unprecedented good customer service that insures a great experience. Everything is geared towards you! The house is actually even nicer than the pictures depict!! We had 5 adults and one child stay and there was plenty of room for everyone. We loved the layout. Our granddaughter squealed with delight when she saw the Mickey Mouse room. She even asked to go to bed several nights!! We enjoyed going to nearby outlet malls, Disney, Disney Springs, restaurants close by, and even grilling out on the patio while family members swam in the pool. The game tables in the garage provided some lively competition. The greatest compliment you can give a place is to say you would return again. When we come back to this area again, Pilgrim's Paradise will be at the top of our list to stay at again! Liz made everything run smooth and was a delight to work with!! Thanks for sharing your beautiful villa with our family!!

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$190

Gorgeous waterfront home

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$459

Breathtaking Views! Intercoastal waterfront home

Jacksonville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$431

Surfside Resort, Miramar Beach & Destin

Miramar Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$546

Sleeping Room, Private Entrance and use of RV Park Bathrooms, Beach and Marina

Key Largo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 37 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$144

New cozy townhouse at Champions Gate resort

Davenport townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$138

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$301

The Wahoo, Dog Friendly Vacation Home, Secluded and Quiet

St. George Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$259

Amazing Beachfront 2 bdr 2 bath - Great amenities

Hollywood condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$161

VACATION VILLAGE AT PARKWAY OVERVIEW

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$459

SUMMERHOUSE-439 Ocean Townhouse-Great Ocean Views Steps to beach Relax Ava April

Saint Augustine Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“The best place to stay when you go to the beach!!!” We have stayed quite a few times now in this particular unit and it has been fabulous everytime. The view is excellent to the pool and the beach. This particular unit is in a very safe and secure neighborhood for children and well as adults. Has a great broadwalk that leads directly down to the beach. Has everything that you possibly need to use inside this unit--you kinda feel like you are at your own home instead of someone elses. It is well stocked with appliances and needs for everyone. Has great entertainment on the inside with the ipod docking station, games for the kids, great cable/dvd player/big screen television and much more...It is located right off the main highway but, no to far from shopping malls, grocery stores, etc...The office personnel has always been very pleasant to deal with in any situation rather it be emergency or not. It is always very children orientated and that is a very comfortable feeling that I really like the most. Oh and don't forget about the internet access that this unit has for it's renters to enjoy while on vacation, whether it be for pleasure or school, or business...Will do our very best to continue to stay in this unit for many years to come...Have enjoyed our stay...Tina

Responds fast! avg. 2 hours 23 minutes

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$259

Majestic Beach Resort, Ocean Front Master Bedroom, Great Amenities, sleeps 8

Panama City Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Amazing.” This was our second stay in this condo. We were only steps from the beach and indoor/outdoor pools. The hot tub was a great addition after a day on the beach. The condo itself was family friendly and had all things that we needed. I plan on trying to get the same place next year.

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$101

Florida rental in Daytona Beach

Daytona Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Golf within 30mins drive

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Price per night from

$206

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