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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Sarasota
4.93 out of 5 average rating, 460 reviewsLa Casetta: "the little house" near to the beaches
Jan 8 – 15
Guesthouse in St. Augustine
4.91 out of 5 average rating, 531 reviewsCaptain's Quarters Tiny House
Sep 24 – Oct 1
Guesthouse in Coral Gables
4.85 out of 5 average rating, 302 reviewsStudio #1 hot jacuzzi Miami Center Beach
Jun 16 – 23
Guesthouse in Orlando
4.96 out of 5 average rating, 369 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Apr 18 – 25
Guesthouse in Miami
4.93 out of 5 average rating, 523 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
Jul 16 – 23
Guesthouse in Mount Dora
4.9 out of 5 average rating, 708 reviewsKey West cottage of Mt Dora
Oct 4 – 11
Guesthouse in Fort Myers
4.98 out of 5 average rating, 622 reviewsHints of Key West in Fort Myers' Historic District
Jul 8 – 15
Guesthouse in Sarasota
4.97 out of 5 average rating, 235 reviewsCasita Lantana, a 1925 cottage in a Tropical Oasis
Dec 23 – 30
Guest house rentals with a patio
Guesthouse in Orlando
4.9 out of 5 average rating, 107 reviewsDowntown private pool house. Two blocks from ORMC
Jul 27 – Aug 3
Guesthouse in Miami
4.98 out of 5 average rating, 242 reviewsChic Miami Studio - Near Everything Trendy
Nov 2 – 9
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 122 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Jan 19 – 26
Guesthouse in Lauderhill
4.97 out of 5 average rating, 119 reviewsGuest House Oasis
Jan 23 – 30
Guesthouse in Fort Lauderdale
4.85 out of 5 average rating, 119 reviewsTrendy Studio in FLL - Private entrance & bathroom
Aug 28 – Sep 4
Guesthouse in Tampa
4.97 out of 5 average rating, 263 reviewsContainer Home with Hot Tub & Magical Backyard
Jul 18 – 25
Guesthouse in Panama City Beach
4.98 out of 5 average rating, 114 reviewsTiny Treasure Outdoor Oasis with Hot Tub
Jul 20 – 27
Guesthouse in Orlando
4.95 out of 5 average rating, 133 reviewsJefferson St. Cottage
Mar 7 – 14
Guest house rentals with a washer and dryer
Guesthouse in Panama City Beach
4.87 out of 5 average rating, 102 reviewsBeach Cottage for 6 - WALK TO BEACH - w/ KING BED
Feb 4 – 11
Guesthouse in North Miami
4.89 out of 5 average rating, 149 reviewsStylish North Miami Guesthouse w/Parking-King bed
Dec 19 – 26
Guesthouse in Santa Rosa Beach
4.82 out of 5 average rating, 188 reviewsSanta Rosa Beach Tiny House
Apr 5 – 12
Guesthouse in Naples
4.81 out of 5 average rating, 299 reviewsWaterfront Sea Cottage
Oct 9 – 16
Guesthouse in Destin
4.98 out of 5 average rating, 338 reviewsCarriage House by the Beach
Oct 18 – 25
Guesthouse in Orlando
4.9 out of 5 average rating, 383 reviewsBungalow Close to Attractions and Downtown Orlando
Mar 6 – 13
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 446 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Jun 10 – 17
Guesthouse in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
Oct 24 – 31
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