Guesthouses Florida

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1,336 guest houses

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 course on site or within 15 min walk

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Price per night from

$430

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

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Price per night from

$107

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Golf course on site or within 15 min walk

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Price per night from

$172

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Luxury Beach Apartment-ocean view-beach 5 min walk

Boynton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$114

Luxury Condo, Steps to Disney, ESPN, Free Wi-Fi, parking, Unbeatable location

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$91

Terrace Ridge condo ideal for Disney and I4

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“AMAZING Condo!” This was by far, hands down, the best place to stay! This condo is set up well, decorated adorably and fully equipped with anything you can imagine you would need. The kitchen is completely stocked with any cookware or gadget you may need. I highly recommend this condo. It was much closer to all of the Disney parks than I expected it to be.

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$126

Waterfront Estate with private beach and dock

Manalapan house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$2,290

Sprawling multi-acre Estate -300 feet waterfront

Fort Lauderdale house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$3,435

Book Today -Enjoy Perfect Weather

The Villages house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$148

1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$132

Super Location; BEAUTIFUL condo grounds

Port Charlotte condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$58

“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 course on site or within 15 min walk

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Price per night from

$189

Your Own Private Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$206

Newly decorated at Reunion Resort with golf views

Reunion townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$161

Affordable Luxury 2+2 Condo Lots of Amenities

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$100

“Disney vacation” Beautiful vacation home! We loved the spacious living arrangement and proximity to a shopping center. Only about 15-20 minutes to Disney parks. Would certainly recommend this house and stay again!

Responds fast! avg. 30 minutes

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$170

Beachfront, 3rd Floor At Splash! FREE Beach Chairs! Water park and lazy river!

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$344

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$115

Beach Block beauty, steps to the beach

Pompano Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 42 minutes

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$228

The Great Titan

Orlando villa

  • 14 bedrooms
  • 16 bathrooms
  • sleeps 30

Responds fast! avg. 2 hours 21 minutes

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$4,008

Queen Palmilla

Four Corners villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 26

“Golf Trip” Great house!! Everyone had a great time and the location was great as well... The amenities are second the none!

Responds fast! avg. 2 hours 21 minutes

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$1,832

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$92

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$321

First Floor Beachfront Apartment

Cocoa Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$126

The Blue Pearl is a house where our souls shine!

Panama City Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$619

Excellent Direct Ocean View

Hallandale Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$160

Vitamin Sea on 30A

Seacrest Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$630

King Palmilla

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

“Great weekend” My family truly enjoyed the stay. The house had a lot more supplies as far as kitchen and grill items. Responsive owner. The kids loved the pool, game room and theatre. It is as pictured. Will definitely be back

Responds fast! avg. 2 hours 21 minutes

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$916

Swiss 45 - Swiss Waterski Villa

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$401

Responds fast! avg. 33 minutes

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$213

Spectacular Ocean View and Bright Beach Condo

Daytona Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$376

Marriott's Sabal Palms

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$458

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$177

♥EEV♥ South-facing Pool & Spa - Gated Resort - Games Room

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$206

Luxury 6 Bed/5 Bath Villa near Disney on gated community with golf course

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$458

Family Golf Resort 'Villa Bonita' Southern Dunes

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“nice house” everything was updated and nice ,except for the mattress they are very old every time we when to sleep and got up we had back paint everybody, and everyroom they need to updated...other then that it was very nice

Responds fast! avg. 1 hour 17 minutes

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$121

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$281

Perfect getaway in East Boca Raton

Boca Raton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Golf course on site or within 15 min walk

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Price per night from

$344

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