Guesthouse vacation rentals in Florida

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Florida

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

Guest favourite
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.
May 12 – 19
$172 CAD per night
4.89 out of 5 average rating, 300 reviews
Guest favourite
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
$934 CAD per night
4.85 out of 5 average rating, 117 reviews
Guest favourite
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.
Jul. 8 – 15
$229 CAD per night
4.99 out of 5 average rating, 185 reviews

Popular amenities for Florida guesthouses

Family-friendly guesthouses

Guest favourite
Guesthouse in Port Orange
Relaxing Tropical Pool Get Away Suite
Apr. 26 – May 3
$254 CAD per night
4.93 out of 5 average rating, 298 reviews
Guest favourite
Guesthouse in Jacksonville
The Gardener's Cottage
4.82 out of 5 average rating, 769 reviews
Superhost
Guesthouse in Lake City
Studio loft/ kitchenette/porch/bath
Aug. 5 – 12
$124 CAD per night
4.88 out of 5 average rating, 983 reviews
Guest favourite
Guesthouse in Sarasota
La Casetta: "the little house" near to the beaches
Jan. 16 – 23
$166 CAD per night
4.93 out of 5 average rating, 441 reviews
Guest favourite
Guesthouse in St. Augustine
Captain's Quarters Tiny House
Sep. 26 – Oct. 3
$134 CAD per night
4.91 out of 5 average rating, 526 reviews
Superhost
Guesthouse in Mount Dora
Key West cottage of Mt Dora
Apr. 14 – 21
$221 CAD per night
4.9 out of 5 average rating, 690 reviews
Guest favourite
Guesthouse in Coral Gables
Studio #1 hot jacuzzi Miami Center Beach
Jul. 12 – 19
$223 CAD per night
4.85 out of 5 average rating, 289 reviews
Guest favourite
Guesthouse in Miami
Artsy Cottage. Cute patio. LittleHavana & Brickell
Jul. 31 – Aug. 7
$183 CAD per night
4.93 out of 5 average rating, 507 reviews
Guest favourite
Guesthouse in Fort Myers
Hints of Key West in Fort Myers' Historic District
Jul. 14 – 21
$207 CAD per night
4.98 out of 5 average rating, 609 reviews
Guest favourite
Guesthouse in Tampa
Seminole Heights Riverside Paradise
Jan. 24 – 31
$178 CAD per night
4.87 out of 5 average rating, 815 reviews
Guest favourite
Guesthouse in Panama City Beach
Bella Cabana Vacation Rental House
Feb. 19 – 26
$391 CAD per night
4.97 out of 5 average rating, 432 reviews
Guest favourite
Guesthouse in Saint Petersburg
Private & Cozy Tiny Home/Cottage
Oct. 5 – 12
$119 CAD per night
4.85 out of 5 average rating, 707 reviews

Guesthouses with a patio

Guest favourite
Guesthouse in Cocoa Beach
The Cocoa Boho Rooftop Retreat
Jan. 1 – 8
$423 CAD per night
4.97 out of 5 average rating, 188 reviews
Guest favourite
Guesthouse in St. Cloud
Experience FL in a Cypress Cabin w/Pool & Theater
Jul. 8 – 15
$264 CAD per night
4.95 out of 5 average rating, 128 reviews
Guest favourite
Guesthouse in West Palm Beach
Bungalow with Putting Green, Hot Tub, & Garden
Jun. 7 – 14
$169 CAD per night
5.0 out of 5 average rating, 187 reviews
Guest favourite
Guesthouse in Bradenton Beach
Bradenton Beach Sunsets 1, Anna Maria Island, FL
Nov. 6 – 13
$318 CAD per night
5.0 out of 5 average rating, 117 reviews
Guest favourite
Guesthouse in Miami
Chic Miami Studio - Near Everything Trendy
May 23 – 30
$244 CAD per night
4.98 out of 5 average rating, 219 reviews
Guest favourite
Guesthouse in Orlando
Jefferson St. Cottage
Apr. 17 – 24
$147 CAD per night
4.94 out of 5 average rating, 124 reviews
Guest favourite
Guesthouse in Tampa
Container Home with Hot Tub & Magical Backyard
Aug. 9 – 16
$161 CAD per night
4.97 out of 5 average rating, 233 reviews
Guest favourite
Guesthouse in Panama City Beach
Tiny Treasure Outdoor Oasis with Hot Tub
Jun. 23 – 30
$459 CAD per night
4.99 out of 5 average rating, 100 reviews
Guest favourite
Guesthouse in Gainesville
Walk to UF! Historic King Bed Loft w/ Private Deck
Apr. 3 – 10
$164 CAD per night
4.98 out of 5 average rating, 146 reviews
Guest favourite
Guesthouse in Tampa
Cozy Studio close to Busch Gardens and the Zoo
Oct. 27 – Nov. 3
$108 CAD per night
4.89 out of 5 average rating, 126 reviews
Guest favourite
Guesthouse in Jacksonville
Luxury Avondale Studio
Aug. 9 – 16
$183 CAD per night
4.98 out of 5 average rating, 164 reviews
Guest favourite
Guesthouse in St. Petersburg
Cozy Guesthouse Near Downtown (Non-Toxic)
Oct. 20 – 27
$189 CAD per night
5.0 out of 5 average rating, 135 reviews

Guesthouse rentals with a washer and dryer

Guest favourite
Guesthouse in Fort Lauderdale
Little Cottage By The Pine Tree -
Feb. 11 – 18
$197 CAD per night
4.94 out of 5 average rating, 532 reviews
Guest favourite
Guesthouse in Fort Lauderdale
Villa with Heated Pool, Laundry, Ping Pong & More
Dec. 19 – 26
$211 CAD per night
4.91 out of 5 average rating, 125 reviews
Superhost
Guesthouse in Naples
Waterfront Sea Cottage
Aug. 18 – 25
$130 CAD per night
4.81 out of 5 average rating, 293 reviews
Guest favourite
Guesthouse in Santa Rosa Beach
Santa Rosa Beach Tiny House
Dec. 6 – 13
$238 CAD per night
4.82 out of 5 average rating, 181 reviews
Guest favourite
Guesthouse in Orlando
Bungalow Central to Downtown ORL and Winter Park🦩
May 25 – Jun. 1
$236 CAD per night
4.92 out of 5 average rating, 225 reviews
Guest favourite
Guesthouse in Destin
Carriage House by the Beach
Aug. 12 – 17
$355 CAD per night
4.98 out of 5 average rating, 330 reviews
Guest favourite
Guesthouse in St. Petersburg
Private Guest House sleeps 4 w/POOL & near beach!
May 14 – 21
$223 CAD per night
4.91 out of 5 average rating, 427 reviews
Guest favourite
Guesthouse in Santa Rosa Beach
Dune Villa - Santa Rosa Beach /30-A
Jul. 13 – 20
$451 CAD per night
4.96 out of 5 average rating, 184 reviews
Guest favourite
Guesthouse in Navarre
S.K.I. Beach House (Spending our Kids Inheritance)
Jan. 23 – 30
$212 CAD per night
4.95 out of 5 average rating, 204 reviews
Guest favourite
Guesthouse in Orlando
Modern Guest Studio (Private) Pool / Spa available
Jan. 2 – 9
$191 CAD per night
4.96 out of 5 average rating, 204 reviews
Guest favourite
Guesthouse in Sarasota
Cozy Cottage by the Bay
Aug. 2 – 9
$232 CAD per night
4.83 out of 5 average rating, 188 reviews
Superhost
Guesthouse in Tampa
Seminole Heights Flamingo's Little house
Jun. 17 – 24
$158 CAD per night
4.87 out of 5 average rating, 207 reviews

Destinations to explore