Cottage holiday rentals in Lakeland
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Top-rated cottage rentals in Lakeland
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Lakeland
Cottage rentals with a hot tub
Cottage in Kissimmee
4.83 out of 5 average rating, 219 reviewsPrivate Cottage. Only 5 miles from Disney.
14–21 Aug
Cottage in Kissimmee
4.98 out of 5 average rating, 122 reviewsMargaritaville cottage minutes from Disney
11–18 Jan
Cottage in Kissimmee
4.98 out of 5 average rating, 140 reviewsRunaway Beach Resort Pet Friendly: Magic Kingdom
1–8 Feb
Cottage in Orlando
4.98 out of 5 average rating, 104 reviewsMills Lakeside
2–9 Dec
Cottage in Kissimmee
4.88 out of 5 average rating, 220 reviewsPerfect place for a perfect vacation
25 Apr – 2 May
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 Kissimmee
4.77 out of 5 average rating, 115 reviews"Beautiful Resort Cottage Near All Attractions!!"
11–18 Apr
Cottage in Lakeland
5.0 out of 5 average rating, 25 reviewsSunny Lake Cottage, Patio Retreat
22–29 Jul
Pet-friendly cottage rentals
Cottage in Kissimmee
4.87 out of 5 average rating, 154 reviewsLakehouse Cottage - 4 Miles to Disney!
1–8 Feb
Cottage in Tampa
4.74 out of 5 average rating, 125 reviewsEclectic cottage nestled in million $ street
12–19 Oct
Cottage in Davenport
4.98 out of 5 average rating, 58 reviewsClassic Cottage in country setting
21–28 Oct
Cottage in Lake Wales
4.97 out of 5 average rating, 96 reviewsCharming, renovated 1917 Cottage
6–13 Aug
Cottage in Tampa
4.96 out of 5 average rating, 24 reviewsCarriage House 1893
8–15 Apr
Cottage in Thonotosassa
5.0 out of 5 average rating, 21 reviewsTampa Retreat I Homestead with 5th Gen Floridians
18–25 Dec
Cottage in Ruskin
4.92 out of 5 average rating, 91 reviewsLittle Manatee River Cottage
30 Oct – 6 Nov
Cottage in Dade City
4.98 out of 5 average rating, 42 reviewsBoutique Cottage Clean & Centrally Located
29 May – 5 Jun
Private cottage rentals
Cottage in Kissimmee
4.93 out of 5 average rating, 196 reviewsTiny house, BIG FUN!!! Close to parks and shopping
10–17 Jun
Cottage in Tampa
4.9 out of 5 average rating, 193 reviewsTrendy Seminole Heights Flamingo's
8–15 Oct
Cottage in Kissimmee
4.94 out of 5 average rating, 461 reviewsJU Super Duper Tiny House, 15 minutes to Disney
4–11 Jan
Cottage in Kissimmee
4.9 out of 5 average rating, 212 reviewsBe Our Guest Sandcastle Cottage 81
5–12 Oct
Cottage in Kissimmee
4.99 out of 5 average rating, 140 reviewsTahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
23–30 Dec
Cottage in Orlando
4.91 out of 5 average rating, 137 reviewsThornton Park Historic Neighborhood-Top Rated!
10–17 Dec
Cottage in Kissimmee
4.86 out of 5 average rating, 396 reviewsYay! Cool Tiny Home Near All the Parks (98)
6–13 Jan
Cottage in Orlando
4.88 out of 5 average rating, 267 reviewsBeautiful (AS SEEN on TV) Near Downtown & Airport
4–11 Nov
Destinations to explore
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
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- Cottage rentals Orlando
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- Cottage rentals Florida
- Cottage rentals Kissimmee
- Family-friendly rentals Lakeland
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