Cottage holiday rentals in Florida
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Top-rated cottage rentals in Florida
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for cottage rentals in Florida
Cottage rentals with a hot tub
Cottage in Kissimmee
4.98 out of 5 average rating, 140 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
14–21 Apr
Cottage in Port St. Joe
4.98 out of 5 average rating, 122 reviews2 mins to beach, Poolside + Hot Tub, Fully Stocked
25 Feb – 4 Mar
Cottage in Anna Maria
4.98 out of 5 average rating, 208 reviewsTurtle Cottage - Anna Maria Island
12–19 Mar
Cottage in Orlando
4.97 out of 5 average rating, 104 reviewsLake House
27 Feb – 6 Mar
Cottage in Monticello
4.96 out of 5 average rating, 112 reviewsThe Cottage at Grand Oaks Plantation
29 Sept – 6 Oct
Cottage in Kissimmee
4.81 out of 5 average rating, 143 reviewsCozy cottage close to Theme parks and shopping.
30 Oct – 6 Nov
Cottage in Weeki Wachee
4.96 out of 5 average rating, 162 reviewsCoastal Cottage Getaway
27 Mar – 3 Apr
Cottage in Keystone Heights
4.84 out of 5 average rating, 193 reviews"Love Shack"
17–24 May
Pet-friendly cottage rentals
Cottage in Little Torch Key
4.91 out of 5 average rating, 146 reviewsWaterfront Cozy Cottage with Boat Ramp & Dock!
1–8 Dec
Cottage in West Palm Beach
4.93 out of 5 average rating, 217 reviewsTangerine Dream at The Citrus Cottage, heated pool
28 Jul – 4 Aug
Cottage in West Palm Beach
4.96 out of 5 average rating, 256 reviewsDowntown Cottage-Quiet-Private-Close to Everything
24–31 Aug
Cottage in St. Augustine
4.92 out of 5 average rating, 185 reviewsBluefish Bungalow, Funky Little Beach House
25 Mar – 1 Apr
Cottage in Astor
4.83 out of 5 average rating, 327 reviewsSt John's Cottage Astor- escape to the forest!
24–31 Dec
Cottage in Dunnellon
4.96 out of 5 average rating, 163 reviewsCozy Cottage. Surrounded by nature, not neighbors.
3–10 Jul
Cottage in Tampa
4.99 out of 5 average rating, 144 reviewsBay Lake Cottage
9–16 Jan
Cottage in Fort Walton Beach
4.95 out of 5 average rating, 228 reviews"Quirky Cottage"
13–20 Dec
Private cottage rentals
Cottage in Bradenton Beach
4.99 out of 5 average rating, 124 reviewsBradenton Beach Sunsets 2, Anna Maria Island, FL
22–29 Sept
Cottage in Santa Rosa Beach
4.98 out of 5 average rating, 174 reviewsBeach Cottage South of 30a -Steps to Beach & More!
25 Sept – 2 Oct
Cottage in Panama City Beach
4.96 out of 5 average rating, 117 reviewsBeach Cottage at the Heart of the Best of 30A
19–26 Feb
Cottage in Santa Rosa Beach
4.96 out of 5 average rating, 106 reviewsSummer! Public beach-easy beach access, bikes!
11–18 Feb
Cottage in Kissimmee
4.86 out of 5 average rating, 396 reviewsYay! Cool Tiny Home Near All the Parks (98)
18–25 Mar
Cottage in Port St. Joe
4.85 out of 5 average rating, 124 reviewsSun Kissed Cottage on the beach
7–14 Sept
Cottage in Naples
4.9 out of 5 average rating, 190 reviewsThe LUV Shack! · Close to Beaches·Dining·Shopping
31 Jan – 7 Feb
Cottage in Sarasota
4.83 out of 5 average rating, 150 reviewsCharming Beach Cottage
13–20 Nov
Destinations to explore
- Wheelchair-accessible rentals Florida
- Ski-in/ski-out rentals Florida
- Rentals with pools Florida
- Tent rentals Florida
- Rentals with a kayak Florida
- Family-friendly rentals Florida
- Guest house rentals Florida
- Rentals with a cinema Florida
- Chalet rentals Florida
- Boutique hotel rentals Florida
- Hotel rentals Florida
- Rentals with breakfast Florida
- Lakehouse rentals Florida
- Rentals with an EV charger Florida
- Rentals with an accessible-height bed Florida
- Rentals with a sauna Florida
- Rentals with lake access Florida
- Fitness-friendly rentals Florida
- Monthly Rentals Florida
- Rentals with a hot tub Florida
- Rentals with a washing machine and dryer Florida
- Pet-friendly rentals Florida
- Flat rentals Florida
- House rentals Florida
- Villa rentals Florida
- Campsite rentals Florida
- Rentals with a fireplace Florida
- Serviced apartment rentals Florida
- Beachfront rentals Florida
- Holiday home rentals Florida
- Loft rentals Florida
- Bungalow rentals Florida
- Rentals with an accessible-height toilet Florida
- Motorhome rentals Florida
- Townhouse rentals Florida
- Private suite rentals Florida
- Farm stay rentals Florida
- Barn rentals Florida
- Mansion rentals Florida
- Aparthotel rentals Florida
- Resort rentals Florida
- Family-friendly rentals Florida
- Tiny house rentals Florida
- Luxury rentals Florida
- Rentals with outdoor seating Florida
- Waterfront rentals Florida
- Rentals with a patio Florida
- Smoking-friendly rentals Florida
- Rentals with beach access Florida
- Boat rentals Florida
- Cabin rentals Florida
- Bed and breakfasts Florida
- Apartment rentals Florida
- Beach house rentals Florida
- Houseboat rentals Florida
- Beach apartment rentals Florida
- Rentals with a firepit Florida
- Cottage rentals Orlando
- Cottage rentals Kissimmee
- Cottage rentals Tampa
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