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 Lake City
4.88 out of 5 average rating, 998 reviewsStudio loft/ kitchenette/porch/bath
Apr 14 – 21
Guesthouse in Sarasota
4.93 out of 5 average rating, 459 reviewsLa Casetta: "the little house" near to the beaches
Sep 22 – 29
Guesthouse in St. Augustine
4.91 out of 5 average rating, 531 reviewsCaptain's Quarters Tiny House
Apr 21 – 28
Guesthouse in Coral Gables
4.85 out of 5 average rating, 302 reviewsStudio #1 hot jacuzzi Miami Center Beach
Jan 14 – 21
Guesthouse in Orlando
4.96 out of 5 average rating, 369 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Jul 11 – 18
Guesthouse in Miami
4.93 out of 5 average rating, 523 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
Feb 21 – 28
Guesthouse in Mount Dora
4.9 out of 5 average rating, 707 reviewsKey West cottage of Mt Dora
Oct 27 – Nov 3
Guesthouse in Fort Myers
4.98 out of 5 average rating, 621 reviewsHints of Key West in Fort Myers' Historic District
Apr 3 – 10
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 21 – 28
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 121 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Jan 19 – 26
Guesthouse in Miami
4.98 out of 5 average rating, 242 reviewsChic Miami Studio - Near Everything Trendy
Nov 2 – 9
Guesthouse in Lauderhill
4.97 out of 5 average rating, 117 reviewsGuest House Oasis
Jan 23 – 30
Guesthouse in Fort Lauderdale
4.86 out of 5 average rating, 117 reviewsTrendy Studio in FLL - Private entrance & bathroom
Oct 7 – 14
Guesthouse in Tampa
4.97 out of 5 average rating, 261 reviewsContainer Home with Hot Tub & Magical Backyard
Oct 12 – 19
Guesthouse in Panama City Beach
4.98 out of 5 average rating, 113 reviewsTiny Treasure Outdoor Oasis with Hot Tub
Jul 20 – 27
Guesthouse in Orlando
4.95 out of 5 average rating, 132 reviewsJefferson St. Cottage
Feb 5 – 12
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 9 – 16
Guesthouse in North Miami
4.89 out of 5 average rating, 148 reviewsStylish North Miami Guesthouse w/Parking-King bed
Dec 17 – 24
Guesthouse in Santa Rosa Beach
4.82 out of 5 average rating, 188 reviewsSanta Rosa Beach Tiny House
Feb 4 – 11
Guesthouse in Naples
4.81 out of 5 average rating, 299 reviewsWaterfront Sea Cottage
Dec 24 – 31
Guesthouse in Destin
4.98 out of 5 average rating, 338 reviewsCarriage House by the Beach
Oct 21 – 28
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 445 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Jul 3 – 10
Guesthouse in Orlando
4.9 out of 5 average rating, 383 reviewsBungalow Close to Attractions and Downtown Orlando
Feb 15 – 22
Guesthouse in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
May 11 – 18
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