Guesthouse vacation rentals in Florida

Find and book unique guesthouse rentals on Airbnb

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.
May 5 – 12
$110 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
$531 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.
Oct 14 – 21
$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
Apr 23 – 30
$142 per night
4.93 out of 5 average rating, 299 reviews
Guest favorite
Guesthouse in Jacksonville
The Gardener's Cottage
$89 per night
4.82 out of 5 average rating, 770 reviews
Superhost
Guesthouse in Lake City
Studio loft/ kitchenette/porch/bath
Feb 12 – 19
$70 per night
4.88 out of 5 average rating, 983 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, 442 reviews
Guest favorite
Guesthouse in St. Augustine
Captain's Quarters Tiny House
Oct 20 – 27
$74 per night
4.91 out of 5 average rating, 526 reviews
Guest favorite
Guesthouse in Coral Gables
Studio #1 hot jacuzzi Miami Center Beach
Jul 18 – 25
$130 per night
4.86 out of 5 average rating, 290 reviews
Superhost
Guesthouse in Mount Dora
Key West cottage of Mt Dora
Sep 15 – 22
$121 per night
4.9 out of 5 average rating, 690 reviews
Guest favorite
Guesthouse in Miami
Artsy Cottage. Cute patio. LittleHavana & Brickell
May 30 – Jun 6
$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
Jan 10 – 17
$138 per night
4.98 out of 5 average rating, 610 reviews
Guest favorite
Guesthouse in Tampa
Seminole Heights Riverside Paradise
Jan 9 – 16
$98 per night
4.87 out of 5 average rating, 815 reviews
Guest favorite
Guesthouse in Panama City Beach
Bella Cabana Vacation Rental House
Sep 6 – 13
$200 per night
4.97 out of 5 average rating, 432 reviews
Guest favorite
Guesthouse in Saint Petersburg
Private & Cozy Tiny Home/Cottage
Oct 5 – 12
$68 per night
4.85 out of 5 average rating, 707 reviews

Guest house rentals with a patio

Guest favorite
Guesthouse in Cocoa Beach
The Cocoa Boho Rooftop Retreat
Oct 6 – 13
$237 per night
4.97 out of 5 average rating, 188 reviews
Guest favorite
Guesthouse in Orlando
Couples Oasis Heated Pool and Lake View
Aug 9 – 16
$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
Apr 29 – May 6
$148 per night
4.95 out of 5 average rating, 128 reviews
Guest favorite
Guesthouse in Bradenton Beach
Bradenton Beach Sunsets 1, Anna Maria Island, FL
Sep 15 – 22
$179 per night
5.0 out of 5 average rating, 117 reviews
Guest favorite
Guesthouse in Miami
Chic Miami Studio - Near Everything Trendy
May 9 – 16
$121 per night
4.98 out of 5 average rating, 219 reviews
Guest favorite
Guesthouse in Orlando
Jefferson St. Cottage
Apr 29 – May 6
$84 per night
4.94 out of 5 average rating, 124 reviews
Guest favorite
Guesthouse in Tampa
Container Home with Hot Tub & Magical Backyard
Jul 1 – 8
$95 per night
4.97 out of 5 average rating, 234 reviews
Guest favorite
Guesthouse in Jacksonville Beach
Tropical guest house a few blocks from the beach
May 31 – Jun 7
$150 per night
5.0 out of 5 average rating, 101 reviews
Guest favorite
Guesthouse in Panama City Beach
Tiny Treasure Outdoor Oasis with Hot Tub
Jun 3 – 10
$247 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
Oct 2 – 9
$176 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
Jul 27 – Aug 3
$85 per night
4.89 out of 5 average rating, 126 reviews
Guest favorite
Guesthouse in Jacksonville
Avondale Studio
Jul 25 – Aug 1
$102 per night
4.98 out of 5 average rating, 165 reviews

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Fort Lauderdale
Little Cottage By The Pine Tree -
Oct 27 – Nov 3
$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
Jul 28 – Aug 4
$70 per night
4.81 out of 5 average rating, 293 reviews
Guest favorite
Guesthouse in Santa Rosa Beach
Santa Rosa Beach Tiny House
Aug 29 – Sep 5
$126 per night
4.82 out of 5 average rating, 181 reviews
Guest favorite
Guesthouse in Destin
Carriage House by the Beach
Aug 21 – 26
$201 per night
4.98 out of 5 average rating, 330 reviews
Guest favorite
Guesthouse in Orlando
Bungalow Central to Downtown ORL and Winter Park🦩
Oct 17 – 24
$130 per night
4.92 out of 5 average rating, 225 reviews
Guest favorite
Guesthouse in St. Petersburg
Private Guest House sleeps 4 w/POOL & near beach!
May 4 – 11
$125 per night
4.91 out of 5 average rating, 427 reviews
Guest favorite
Guesthouse in Orlando
Oasis Garden Cottage -cozy, chic, near everything!
Jul 31 – Aug 7
$96 per night
4.97 out of 5 average rating, 279 reviews
Guest favorite
Guesthouse in Santa Rosa Beach
Dune Villa - Santa Rosa Beach /30-A
Jul 22 – 29
$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)
Oct 22 – 29
$130 per night
4.95 out of 5 average rating, 204 reviews
Guest favorite
Guesthouse in Orlando
Modern Guest Studio (Private) Pool / Spa available
Dec 23 – 30
$93 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

Destinations to explore