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Guesthouse vacation rentals in Florida

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Top-rated guesthouse rentals in Florida

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Vero Beach
Charming, Barn Apartment on Farm, with Animals
Our charming and rustic guest apartment is built into half of our 8 stable horse barn on our 5 acre farm. If you are looking for a unique place to stay in Vero Beach, our guest suite is perfect. Built in 2015, it has one queen bedroom, a sleeping loft, a living area, kitchenette, a bathroom, and plenty of outdoor area to enjoy the farm, such as our fish pond, small chicken range, miniature silky fainting goats and horse Mr T. We are in the country, but close the beaches and Dodgertown.
Apr 30 – May 7
$112 per night
4.89 out of 5 average rating, 300 reviews
Guest favorite
Guesthouse in Fort Walton Beach
Private Guest House on the Water | Boat Docks!
You’re invited to enjoy the breathtaking panoramic views as you start your day on our private waterfront deck. This lovely beach house offers one queen bed in the bedroom, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x Smart TV
Jun 20 – 27
$536 per night
4.85 out of 5 average rating, 117 reviews
Guest favorite
Guesthouse in Jacksonville
Luxury Avondale Guest House, Walk to Shops
Featured in the Jacksonville Home Magazine! The Luxury Avondale Guest House is in the exquisite historic neighborhood of Avondale. Ten minutes from downtown sports & entertainment complexes, and several major health care facilities, St. Vincent's Hospital, Baptist Medical Center and the world renowned MD Anderson Cancer Center. Three short blocks to “The Shoppes of Avondale,” with an outstanding array of restaurants and venues to enjoy a streetside café-style meal, cocktail and desserts.
Aug 29 – Sep 5
$130 per night
4.99 out of 5 average rating, 185 reviews

Popular amenities for Florida guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Port Orange
Relaxing Tropical Pool Get Away Suite
May 17 – 24
$140 per night
4.93 out of 5 average rating, 298 reviews
Guest favorite
Guesthouse in Jacksonville
The Gardener's Cottage
$94 per night
4.82 out of 5 average rating, 769 reviews
Superhost
Guesthouse in Lake City
Studio loft/ kitchenette/porch/bath
Jan 23 – 30
$70 per night
4.88 out of 5 average rating, 982 reviews
Guest favorite
Guesthouse in Sarasota
La Casetta: "the little house" near to the beaches
Jan 16 – 23
$90 per night
4.93 out of 5 average rating, 441 reviews
Guest favorite
Guesthouse in St. Augustine
Captain's Quarters Tiny House
Jul 9 – 16
$74 per night
4.91 out of 5 average rating, 526 reviews
Superhost
Guesthouse in Mount Dora
Key West cottage of Mt Dora
Jul 4 – 11
$129 per night
4.9 out of 5 average rating, 690 reviews
Guest favorite
Guesthouse in Coral Gables
Studio #1 hot jacuzzi Miami Center Beach
Nov 25 – Dec 2
$130 per night
4.85 out of 5 average rating, 288 reviews
Guest favorite
Guesthouse in Miami
Artsy Cottage. Cute patio. LittleHavana & Brickell
Jun 8 – 15
$98 per night
4.93 out of 5 average rating, 507 reviews
Guest favorite
Guesthouse in Fort Myers
Hints of Key West in Fort Myers' Historic District
Jun 29 – Jul 6
$115 per night
4.98 out of 5 average rating, 608 reviews
Superhost
Guesthouse in Clermont
Discover Tranquility at Our Charming Guest House
Oct 28 – Nov 4
$200 per night
4.85 out of 5 average rating, 144 reviews
Guest favorite
Guesthouse in Saint Petersburg
Private & Cozy Tiny Home/Cottage
Aug 11 – 18
$68 per night
4.85 out of 5 average rating, 706 reviews
Guest favorite
Guesthouse in Sarasota
Casita Lantana, a 1925 cottage in a Tropical Oasis
May 16 – 23
$143 per night
4.97 out of 5 average rating, 226 reviews

Guest house rentals with a patio

Guest favorite
Guesthouse in Cocoa Beach
The Cocoa Boho Rooftop Retreat
Oct 28 – Nov 4
$239 per night
4.97 out of 5 average rating, 187 reviews
Guest favorite
Guesthouse in Orlando
Couples Oasis Heated Pool and Lake View
Jun 17 – 24
$109 per night
4.87 out of 5 average rating, 202 reviews
Guest favorite
Guesthouse in St. Cloud
Experience FL in a Cypress Cabin w/Pool & Theater
May 2 – 9
$148 per night
4.94 out of 5 average rating, 127 reviews
Guest favorite
Guesthouse in Bradenton Beach
Bradenton Beach Sunsets 1, Anna Maria Island, FL
Dec 7 – 14
$179 per night
5.0 out of 5 average rating, 117 reviews
Guest favorite
Guesthouse in Miami
Chic Miami Studio - Near Everything Trendy
May 24 – 31
$141 per night
4.98 out of 5 average rating, 218 reviews
Guest favorite
Guesthouse in Orlando
Jefferson St. Cottage
Jul 22 – 29
$82 per night
4.94 out of 5 average rating, 124 reviews
Guest favorite
Guesthouse in Tampa
Container Home with Hot Tub & Magical Backyard
Jun 23 – 30
$93 per night
4.97 out of 5 average rating, 233 reviews
Guest favorite
Guesthouse in Panama City Beach
Tiny Treasure Outdoor Oasis with Hot Tub
Jun 23 – 30
$267 per night
4.99 out of 5 average rating, 100 reviews
Guest favorite
Guesthouse in Gainesville
Walk to UF! Historic King Bed Loft w/ Private Deck
Jun 30 – Jul 7
$111 per night
4.98 out of 5 average rating, 146 reviews
Guest favorite
Guesthouse in Tampa
Cozy Studio close to Busch Gardens and the Zoo
Feb 19 – 26
$101 per night
4.89 out of 5 average rating, 126 reviews
Guest favorite
Guesthouse in Jacksonville
Luxury Avondale Studio
Apr 11 – 18
$102 per night
4.98 out of 5 average rating, 164 reviews
Guest favorite
Guesthouse in St. Petersburg
Cozy Guesthouse Near Downtown (Non-Toxic)
Nov 5 – 12
$96 per night
5.0 out of 5 average rating, 135 reviews

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Fort Lauderdale
Little Cottage By The Pine Tree -
Jan 16 – 23
$106 per night
4.94 out of 5 average rating, 532 reviews
Guest favorite
Guesthouse in Fort Lauderdale
Villa with Heated Pool, Laundry, Ping Pong & More
Dec 19 – 26
$116 per night
4.91 out of 5 average rating, 125 reviews
Superhost
Guesthouse in Naples
Waterfront Sea Cottage
Oct 14 – 21
$73 per night
4.81 out of 5 average rating, 293 reviews
Guest favorite
Guesthouse in Santa Rosa Beach
Santa Rosa Beach Tiny House
Jun 23 – 30
$146 per night
4.82 out of 5 average rating, 180 reviews
Guest favorite
Guesthouse in Orlando
Bungalow Close to Attractions and Downtown Orlando
Dec 8 – 15
$83 per night
4.89 out of 5 average rating, 368 reviews
Guest favorite
Guesthouse in Destin
Carriage House by the Beach
Aug 12 – 17
$202 per night
4.98 out of 5 average rating, 330 reviews
Guest favorite
Guesthouse in Orlando
Oasis Garden Cottage -cozy, chic, near everything!
Jun 15 – 22
$104 per night
4.97 out of 5 average rating, 277 reviews
Guest favorite
Guesthouse in Santa Rosa Beach
Dune Villa - Santa Rosa Beach /30-A
Jul 24 – 31
$263 per night
4.96 out of 5 average rating, 184 reviews
Guest favorite
Guesthouse in Navarre
S.K.I. Beach House (Spending our Kids Inheritance)
Jan 12 – 19
$119 per night
4.95 out of 5 average rating, 204 reviews
Guest favorite
Guesthouse in Orlando
Modern Guest Studio (Private) Pool / Spa available
Nov 17 – 24
$94 per night
4.96 out of 5 average rating, 204 reviews
Guest favorite
Guesthouse in Sarasota
Cozy Cottage by the Bay
Aug 2 – 9
$125 per night
4.83 out of 5 average rating, 188 reviews
Superhost
Guesthouse in Tampa
Seminole Heights Flamingo's Little house
Jul 18 – 25
$79 per night
4.87 out of 5 average rating, 207 reviews

Destinations to explore