Pet-friendly holiday rentals in Osceola County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Osceola County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Osceola County pet-friendly home rentals
Pet-friendly house rentals
Home in Kissimmee
4.88 out of 5 average rating, 153 reviewsPrivate 3BR Home,PrivatePool,ROKU,WiFi,GamesRoom
22–29 Oct
Home in Kissimmee
4.87 out of 5 average rating, 110 reviewsNo Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #3
16–21 Oct
Home in Kissimmee
4.86 out of 5 average rating, 152 reviews*Spacious Vacation Home 20 min from Theme Parks!*
26 Jul – 2 Aug
Home in Kissimmee
4.86 out of 5 average rating, 120 reviewsAmazing Pool * Spacious 3BR House near Disney
5–12 Jun
Home in Kissimmee
4.83 out of 5 average rating, 41 reviewsNewly Renovated Kissimmee Duplex
Home in Kissimmee
4.81 out of 5 average rating, 52 reviewsRelaxing home*King Bed*Pool*Lake*Parks 25 min away
7–14 Aug
Home in Saint Cloud
5.0 out of 5 average rating, 11 reviewsHarmony Golf Villa
15–22 Apr
Home in Kissimmee
5.0 out of 5 average rating, 71 reviewsVilla by the Lakes
23–30 Nov
Pet-friendly home rentals with a pool
Apartment in Kissimmee
4.83 out of 5 average rating, 131 reviews10 mins to Disney-Hot tub-Queen Puffy Lux bed
1–8 Sep
Townhouse in Kissimmee
4.94 out of 5 average rating, 164 reviews2 BR Harmony House and Regal Oaks Resort
8–15 Jul
Townhouse in Kissimmee
4.92 out of 5 average rating, 121 reviewsFully Loaded, Dogs OK, Close 2 Disney, FREE Resort
13–20 May
Apartment in Osceola County
4.88 out of 5 average rating, 60 reviewsStunning resort condo, 3 BR/2 ba, pets OK
21–28 Mar
Flat in Kissimmee
5.0 out of 5 average rating, 8 reviewsStylish Retreat w/ 2 Queen Beds-Pool-Gym-Game Room
29 Jul – 5 Aug
Home in Lake Wales
4.78 out of 5 average rating, 18 reviewsLake Wales Lake House/Bride’s house
16–23 Jul
Home in Osceola County
4.91 out of 5 average rating, 22 reviewsLarge Private Home on Golf course by Disney
24 Sep – 1 Oct
Villa in Kissimmee
4.91 out of 5 average rating, 35 reviewsVacation 3 bedroom 2 bath Villa+pool
17–24 Aug
Private, pet-friendly home rentals
Flat in Haines City
4.92 out of 5 average rating, 25 reviewsCozy and Tranquil 1BR/1BA studio apartment
5–12 Dec
Cottage in Lake Wales
4.97 out of 5 average rating, 96 reviewsCharming, renovated 1917 Cottage
23–30 Jan
Guest house in Haines City
4.82 out of 5 average rating, 33 reviewsHistoric Desire Studio D
6–13 Sep
Cottage in Davenport
4.98 out of 5 average rating, 59 reviewsClassic Cottage in country setting
25 Aug – 1 Sep
Guest house in Kissimmee
5.0 out of 5 average rating, 39 reviewsCozy Suite Located By Main Attractions
10–17 Jul
Home in Kissimmee
5.0 out of 5 average rating, 17 reviewsVacation studio kissimmee
5–12 Dec
Guest house in St. Cloud
4.94 out of 5 average rating, 18 reviewsCountry Guesthouse
14–21 Jul
Campervan/Motorhome in St. Cloud
5.0 out of 5 average rating, 23 reviewsChulos place and stay.
16–23 Sep
Destinations to explore
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