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