Tiny house holiday rentals in Osceola County
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Top-rated tiny home rentals in Osceola County
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Popular amenities for tiny home rentals in Osceola County
Family-friendly tiny home rentals
Bungalow in Kissimmee
4.76 out of 5 average rating, 107 reviewsSandcastle Cottage#51 Tropical Palms Kissimmee, FL
6–13 Mar
Cottage in Kissimmee
4.9 out of 5 average rating, 212 reviewsBe Our Guest Sandcastle Cottage 81
5–12 Oct
Cottage in Kissimmee
4.86 out of 5 average rating, 395 reviewsYay! Cool Tiny Home Near All the Parks (98)
18–25 Mar
Farm stay in Kissimmee
4.83 out of 5 average rating, 305 reviewsContainer home -near Disney WIFI Bamboo Farm
25 Sep – 2 Oct
Cottage in Kissimmee
4.74 out of 5 average rating, 277 reviewsCute Sandcastle Cottage near Disney
13–20 Sep
Cabin in Kissimmee
4.49 out of 5 average rating, 287 reviews92 FULL WIFI PRÍVATE,DISNEY,CELEBRATION ,OLD TOWN
6–13 Dec
Tiny home in Kissimmee
4.85 out of 5 average rating, 246 reviewsSmall World near Disney sleeps 4-5
6–13 Jul
Tiny home in Kissimmee
4.94 out of 5 average rating, 328 reviewsBlue Bungalow Tiny House near all Attractions!!
11–18 Aug
Tiny home rentals with a patio
Tiny home in Kissimmee
4.83 out of 5 average rating, 126 reviewsGreat location and safe - cozy tiny home
13–20 Apr
Cottage in Kissimmee
4.98 out of 5 average rating, 53 reviewsCozy Orlando Area Cottage - 4 Miles to Disney
18–25 Nov
Tiny home in Kissimmee
5.0 out of 5 average rating, 19 reviewsButterfly Creek, serenity & joy of nature's beauty
23–30 Jun
Tiny home in Kissimmee
4.74 out of 5 average rating, 43 reviewsEnchanted cottage with pool & mini golf
30 Jun – 7 Jul
Tiny home in Kissimmee
4.92 out of 5 average rating, 26 reviewsTiny Treasure
12–19 Aug
Cottage in Kissimmee
5.0 out of 5 average rating, 11 reviewsSweet Cottage 4 miles to Disney World
15–22 Nov
Tiny home in Kissimmee
4.89 out of 5 average rating, 96 reviewsSurfer Mickey's Tiny Home !!!!
1–8 Oct
Cottage in Kissimmee
4.88 out of 5 average rating, 82 reviewsModern Vacation Cottage near Walt Disney World
28 Mar – 4 Apr
Tiny home rentals with outdoor seating
Cottage in Kissimmee
4.99 out of 5 average rating, 140 reviewsTahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
19–26 Dec
Townhouse in Kissimmee
4.96 out of 5 average rating, 161 reviewsBE OUR GUEST! Close to Disney and Universal - Pool
19–26 Nov
Shipping container in Osceola County
4.95 out of 5 average rating, 43 reviewsBeautiful off-grid tiny home cottage #1
13–20 Oct
Guest suite in St. Cloud
4.93 out of 5 average rating, 60 reviewsSt Cloud9 near East Lake Toho
27 Jul – 3 Aug
Tiny home in Kissimmee
4.93 out of 5 average rating, 27 reviewsCottage near Disney World
21–28 Jul
Tiny home in Kissimmee
4.8 out of 5 average rating, 5 reviews'Blossom' the Tiny Magnificent
16–23 May
Campervan/Motorhome in Kissimmee
4.76 out of 5 average rating, 21 reviewsCharming tiny home with pool area!
25 Jun – 2 Jul
Tiny home in Kissimmee
4.8 out of 5 average rating, 81 reviewsBohemian Chic Retreat - Tiny Home near Disney
21–28 Sep
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