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
Feb 12 – 19
Guesthouse in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Mar 19 – 26
Guesthouse in Coral Gables
4.85 out of 5 average rating, 300 reviewsStudio #1 hot jacuzzi Miami Center Beach
Jun 13 – 20
Guesthouse in Mount Dora
4.9 out of 5 average rating, 705 reviewsKey West cottage of Mt Dora
Jan 27 – Feb 3
Guesthouse in Miami
4.93 out of 5 average rating, 521 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
Feb 4 – 11
Guesthouse in Fort Myers
4.98 out of 5 average rating, 620 reviewsHints of Key West in Fort Myers' Historic District
Jul 17 – 24
Guesthouse in Tampa
4.87 out of 5 average rating, 828 reviewsSeminole Heights Riverside Paradise
Nov 28 – Dec 5
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
Jun 18 – 25
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 120 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Jan 9 – 16
Guesthouse in Lauderhill
4.96 out of 5 average rating, 113 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, 115 reviewsTrendy Studio in FLL - Private entrance & bathroom
Sep 18 – 25
Guesthouse in Tampa
4.97 out of 5 average rating, 259 reviewsContainer Home with Hot Tub & Magical Backyard
Jul 8 – 15
Guesthouse in Panama City Beach
4.98 out of 5 average rating, 113 reviewsTiny Treasure Outdoor Oasis with Hot Tub
Sep 6 – 13
Guesthouse in Orlando
4.95 out of 5 average rating, 131 reviewsJefferson St. Cottage
Jan 28 – Feb 4
Guest house rentals with a washer and dryer
Guesthouse in Panama City Beach
4.88 out of 5 average rating, 101 reviewsBeach Cottage for 6 - WALK TO BEACH - w/ KING BED
Feb 13 – 20
Guesthouse in Santa Rosa Beach
4.82 out of 5 average rating, 187 reviewsSanta Rosa Beach Tiny House
Nov 10 – 17
Guesthouse in North Miami
4.89 out of 5 average rating, 148 reviewsStylish North Miami Guesthouse w/Parking-King bed
Aug 27 – Sep 3
Guesthouse in Naples
4.8 out of 5 average rating, 296 reviewsWaterfront Sea Cottage
Feb 21 – 28
Guesthouse in Destin
4.98 out of 5 average rating, 337 reviewsCarriage House by the Beach
Oct 9 – 16
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 441 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Jun 24 – Jul 1
Guesthouse in Orlando
4.9 out of 5 average rating, 381 reviewsBungalow Close to Attractions and Downtown Orlando
Mar 7 – 14
Guesthouse in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
May 3 – 10
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