Guesthouse vacation rentals in Florida
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Top-rated guesthouses in Florida
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
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
Apr. 15 – 22
Guesthouse in Coral Gables
4.85 out of 5 average rating, 301 reviewsStudio #1 hot jacuzzi Miami Center Beach
Oct. 22 – 29
Guesthouse in Orlando
4.96 out of 5 average rating, 366 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
Dec. 31 – Jan. 7
Guesthouse in Mount Dora
4.9 out of 5 average rating, 705 reviewsKey West cottage of Mt Dora
Jul. 13 – 20
Guesthouse in Miami
4.93 out of 5 average rating, 521 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
Apr. 27 – May 4
Guesthouse in Fort Myers
4.98 out of 5 average rating, 621 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
Dec. 12 – 19
Guesthouses 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
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 121 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
Aug. 12 – 19
Guesthouse in Tampa
4.97 out of 5 average rating, 259 reviewsContainer Home with Hot Tub & Magical Backyard
Sep. 4 – 11
Guesthouse in Orlando
4.95 out of 5 average rating, 132 reviewsJefferson St. Cottage
Jan. 28 – Feb. 4
Guesthouse in Panama City Beach
4.98 out of 5 average rating, 113 reviewsTiny Treasure Outdoor Oasis with Hot Tub
Jul. 3 – 10
Guesthouse 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. 3 – 10
Guesthouse in North Miami
4.89 out of 5 average rating, 148 reviewsStylish North Miami Guesthouse w/Parking-King bed
Feb. 12 – 19
Guesthouse in Naples
4.8 out of 5 average rating, 297 reviewsWaterfront Sea Cottage
Dec. 8 – 15
Guesthouse in Destin
4.98 out of 5 average rating, 337 reviewsCarriage House by the Beach
Oct. 11 – 18
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 442 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Jul. 15 – 22
Guesthouse in Orlando
4.9 out of 5 average rating, 381 reviewsBungalow Close to Attractions and Downtown Orlando
Mar. 8 – 15
Guesthouse in Orlando
4.93 out of 5 average rating, 227 reviewsBungalow Near Downtown Orlando - No Cleaning Fee!
Jun. 2 – 9
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