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, 456 reviewsLa Casetta: "the little house" near to the beaches
Aug 12 – 19
Guesthouse in St. Augustine
4.91 out of 5 average rating, 530 reviewsCaptain's Quarters Tiny House
Aug 29 – Sep 5
Guesthouse in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Nov 19 – 26
Guesthouse in Coral Gables
4.85 out of 5 average rating, 300 reviewsStudio #1 hot jacuzzi Miami Center Beach
Sep 20 – 27
Guesthouse in Mount Dora
4.9 out of 5 average rating, 704 reviewsKey West cottage of Mt Dora
Jan 27 – Feb 3
Guesthouse in Miami
4.93 out of 5 average rating, 520 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
Jul 12 – 19
Guesthouse in Fort Myers
4.98 out of 5 average rating, 620 reviewsHints of Key West in Fort Myers' Historic District
Jul 8 – 15
Guesthouse in Tampa
4.87 out of 5 average rating, 828 reviewsSeminole Heights Riverside Paradise
Feb 28 – Mar 7
Guest house rentals with a patio
Guesthouse in Orlando
4.91 out of 5 average rating, 106 reviewsDowntown private pool house. Two blocks from ORMC
Jul 17 – 24
Guest suite in St. Cloud
4.93 out of 5 average rating, 137 reviewsCypress Lodge w/ Pool & Theater
Oct 5 – 12
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 120 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Jan 10 – 17
Guesthouse in Lauderhill
4.96 out of 5 average rating, 112 reviewsGuest House Oasis
Aug 8 – 15
Guesthouse in Miami
4.98 out of 5 average rating, 237 reviewsChic Miami Studio - Near Everything Trendy
Jul 19 – 26
Guesthouse in Fort Lauderdale
4.86 out of 5 average rating, 114 reviewsTrendy Studio in FLL - Private entrance & bathroom
Jul 25 – Aug 1
Guesthouse in Tampa
4.97 out of 5 average rating, 257 reviewsContainer Home with Hot Tub & Magical Backyard
Jul 15 – 22
Guesthouse in Panama City Beach
4.98 out of 5 average rating, 112 reviewsTiny Treasure Outdoor Oasis with Hot Tub
Sep 6 – 13
Guest house rentals with a washer and dryer
Guesthouse in Santa Rosa Beach
4.82 out of 5 average rating, 187 reviewsSanta Rosa Beach Tiny House
Jul 31 – Aug 7
Guesthouse in North Miami
4.89 out of 5 average rating, 148 reviewsStylish North Miami Guesthouse w/Parking-King bed
Jan 7 – 14
Guesthouse in Naples
4.8 out of 5 average rating, 296 reviewsWaterfront Sea Cottage
Feb 19 – 26
Guesthouse in Destin
4.98 out of 5 average rating, 337 reviewsCarriage House by the Beach
Sep 5 – 12
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 440 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Jul 7 – 14
Guesthouse in Orlando
4.9 out of 5 average rating, 381 reviewsBungalow Close to Attractions and Downtown Orlando
Mar 6 – 13
Guesthouse in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
May 2 – 9
Guesthouse in Orlando
4.97 out of 5 average rating, 286 reviewsOasis Garden Cottage -cozy, chic, near everything!
Jun 24 – Jul 1
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