Guesthouse holiday rentals in Florida

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Florida guesthouses

Family-Friendly guesthouses

Superhost

Guesthouse in Lake City

4.88 out of 5 average rating, 995 reviews

Studio loft/ kitchenette/porch/bath

30 Aug – 6 Sept

$989 AUD total
Guest favourite

Guesthouse in Sarasota

4.93 out of 5 average rating, 455 reviews

La Casetta: "the little house" near to the beaches

12 – 19 Aug

$1,047 AUD total
Guest favourite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 530 reviews

Captain's Quarters Tiny House

14 – 21 Sept

$1,069 AUD total
Guest favourite

Guesthouse in Orlando

4.96 out of 5 average rating, 365 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

4 – 11 Apr

$2,337 AUD total
Guest favourite

Guesthouse in Coral Gables

4.85 out of 5 average rating, 300 reviews

Studio #1 hot jacuzzi Miami Center Beach

12 – 19 Oct

$1,781 AUD total
Guest favourite

Guesthouse in Mount Dora

4.9 out of 5 average rating, 703 reviews

Key West cottage of Mt Dora

9 – 16 Nov

$1,666 AUD total
Guest favourite

Guesthouse in Miami

4.93 out of 5 average rating, 519 reviews

Artsy Cottage. Cute patio. LittleHavana & Brickell

22 – 29 Apr

$1,458 AUD total
Guest favourite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 620 reviews

Hints of Key West in Fort Myers' Historic District

23 – 30 July

$1,654 AUD total

Guesthouses with a patio

Guest favourite

Guesthouse in Orlando

4.91 out of 5 average rating, 106 reviews

Downtown private pool house. Two blocks from ORMC

6 – 13 July

$1,085 AUD total
Guest favourite

Guesthouse in St. Cloud

4.93 out of 5 average rating, 137 reviews

Experience FL in a Cypress Cabin w/Pool & Theater

28 Aug – 4 Sept

$2,106 AUD total
Guest favourite

Guesthouse in Bradenton Beach

5.0 out of 5 average rating, 119 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

25 Nov – 2 Dec

$2,537 AUD total
Guest favourite

Guesthouse in Lauderhill

4.96 out of 5 average rating, 112 reviews

Guest House Oasis

8 – 15 Aug

$1,219 AUD total
Guest favourite

Guesthouse in Miami

4.98 out of 5 average rating, 237 reviews

Chic Miami Studio - Near Everything Trendy

27 June – 4 July

$1,759 AUD total
Guest favourite

Guesthouse in Fort Lauderdale

4.86 out of 5 average rating, 112 reviews

Trendy Studio in FLL - Private entrance & bathroom

30 Sept – 7 Oct

$1,253 AUD total
Guest favourite

Guesthouse in Tampa

4.97 out of 5 average rating, 257 reviews

Container Home with Hot Tub & Magical Backyard

26 Sept – 3 Oct

$1,231 AUD total
Guest favourite

Guesthouse in Orlando

4.95 out of 5 average rating, 131 reviews

Jefferson St. Cottage

14 – 21 Oct

$1,268 AUD total

Guest house rentals with a washing machine and dryer

Guest favourite

Guesthouse in Santa Rosa Beach

4.82 out of 5 average rating, 187 reviews

Santa Rosa Beach Tiny House

27 Sept – 4 Oct

$1,911 AUD total
Superhost

Guesthouse in Naples

4.8 out of 5 average rating, 296 reviews

Waterfront Sea Cottage

21 – 28 Dec

$1,202 AUD total
Superhost

Guesthouse in North Miami

4.89 out of 5 average rating, 148 reviews

Stylish North Miami Guesthouse w/Parking-King bed

13 – 20 Mar

$2,162 AUD total
Guest favourite

Guesthouse in Destin

4.98 out of 5 average rating, 337 reviews

Carriage House by the Beach

8 – 15 Oct

$2,789 AUD total
Superhost

Guesthouse in St. Petersburg

4.91 out of 5 average rating, 440 reviews

Private Guest House sleeps 4 w/POOL & near beach!

13 – 20 June

$1,816 AUD total
Guest favourite

Guesthouse in Orlando

4.9 out of 5 average rating, 380 reviews

Bungalow Close to Attractions and Downtown Orlando

24 June – 1 July

$1,470 AUD total
Guest favourite

Guesthouse in Orlando

4.93 out of 5 average rating, 227 reviews

Bungalow Near Downtown Orlando - No Cleaning Fee!

27 July – 3 Aug

$1,839 AUD total
Guest favourite

Guesthouse in Orlando

4.97 out of 5 average rating, 286 reviews

Oasis Garden Cottage -cozy, chic, near everything!

4 – 11 June

$1,601 AUD total

Destinations to explore