Dog Friendly Vacation Rentals in Windsor Hills Resort - FlipKey

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1,161 pet friendly Houses in Windsor Hills Resort

5Br/3Ba townhome with hot tub/ lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Ok” Overall it was fine..checkout was at 11 and at 10 cleaners knocked on door and then preceded to sit in driveway waiting for us to leave. There was no dish soap or soap in bathrooms which would have been nice.

Responds fast! avg. 1 hour 27 minutes

Match: Pets allowed

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Price per night from

$150

The Charming Mickey's Tree House,

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Mickey Mouse Hut” Wonderful home. Everything you need for a home away from home. Pool was awesome. More than enough pool towels to use. Home was very spacious. Only complaint I had was it was not enough cookware to use to cook meals enough for a large group. Other than that small gesture, I give it 5 stars. Thanks for letting us share another vacation in Florida in your home.

Responds fast! avg. 2 hours 46 minutes

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Price per night from

$124

SWISS 56 - Lake Denise

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$296

1.5 M to Disney,From $100/nt,3BR 1600 sqft Townhome

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 1 hour 27 minutes

Match: Pets allowed

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Price per night from

$116

Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great Family Friendly Home” We had a blast. It felt safe and secure. It was clean and spacious. I have a large family of 9 and everyone had plenty of space. Quiet but friendly neighbors. Amenities were awesome. Hot tub was so relaxing. We had a great time.

Responds fast! avg. 1 hour 27 minutes

Match: Pets allowed

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Price per night from

$133

BEACHSIDE BUNGALOW Dolphin 2BR*HTD POOL*PETS OK

Indian Shores cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Thanksgiving Getaway” Beautiful location and our pet was able to come along. We enjoyed the beach, fire pit and weather. The one negative is that our unit was very close to a busy road.

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Price per night from

$229

Two-Bedroom Gator Cottage

Oviedo cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 57 minutes

Match: Pets allowed

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Price per night from

$138

3 Bedroom Vacation Home in Kissimmee Pet-Friendly

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Vacation 2017” The house is really beautiful, clean and well maintained. We had a wonderful time and really felt at home. The owner Philip was very friendly and helpful. Thanks to Al for setting up the internet for us. Hoping to come back again next year.

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$92

5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation rental” The overall experience was nice. The hot was only hot for one day and wouldn't get hot again there after. The cookware needs to be updated but overall we had a great time. I wouldn't definitely rent this rental again.

Responds fast! avg. 1 hour 27 minutes

Match: Pets allowed

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Price per night from

$139

From $110/nt,4br/3ba townhome with lake view,Near Disney,Seaworld

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

Match: Pets allowed

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Price per night from

$133

SWISS 28 - Lake Stephanie

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$286

PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet

Indian Shores house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!

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Price per night from

$491

PET-FRIENDLY, BEACH RENTALS IN PARADISE A

Indian Rocks Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Excellent!” We really enjoyed our stay in this clean, welcoming, homey, family-friendly vacation home. The owner was very sweet and greeted us personally when we arrived. We were close to a quiet sandy public beach and in a super location to explore many other fun spots. There is an excellent Thai restaurant within walking distance. There are beautiful views from the balconies, particularly when a thunderstorm is coming. Couldn't ask for anything more.

Responds fast! avg. 2 hours 43 minutes

Match: Pets allowed

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Price per night from

$230

Hernando Beach waterfront Home

Hernando Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$173

PET-FRIENDLY, BEACH RENTALS IN PARADISE

Indian Rocks Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“2 br condo” spacious, clean, well equipped, great location,very comfortable. Would want to definitely come back. Very great helpful owners

Responds fast! avg. 2 hours 43 minutes

Match: Pets allowed

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Price per night from

$259

Green Gables

Palm Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$138

SWISS 29 - Golf Course

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Pets allowed

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Price per night from

$251

Condo on the Key

St. Petersburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

Match: Pets allowed

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Price per night from

$208

Melbourne Beach Condo, Come and Enjoy the Beach

Melbourne Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Quiet, affordable and as described” We had a nice, warm Melbourne visit. The Condo was as described and was priced appropriately. We received information prior to our visit on how to access the unit. It was very simply set up and allowed us that place to lay our heads at night or sit on the balcony to watch the variety of birds below. We felt very fortunate to have access to a very nice pool and hot tub. It was our "go to" place after our time on the local beaches or after a nice meal at The Cuban Restaurant....or even better DJon's by the River. Wonderful food - tried many unique eateries. Can also recommend Blueberry Muffin Restaurant for breakfast. John F. Kennedy Space Center is close enough for a nice day trip which we did. Excellent place to visit.

Match: Pets allowed

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Price per night from

$150

SWISS 06 - Lake Sumner

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$296

SWISS 30 - Golf Course

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Pets allowed

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Price per night from

$312

8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

Responds fast! avg. 1 hour 27 minutes

Match: Pets allowed

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Price per night from

$347

Island Surf Retreat -Sleeps 5-Dog friendly-walk to beach-North Hutchinson Island

Hutchinson Island townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Match: Pets allowed

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Price per night from

$195

GOLDEN SANDS PEARL -Luxury Private Beachfront -Pool & Spa -Stunning Ocean Views

Indialantic house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 14

“Wonderful Vacation Home” Very well kept home. Clean, up to date and excellent service from owner. We heard a rattling sound in the ac unit and saw a small leak from ice maker made a phone call to the property manager and they came out repaired them that afternoon. It is evident that this home is cared for. Very nice beach towels, chairs, umbrellas and beach toys. The home has automatic shutters, which makes the bedroom nice and dark for a great sleep! The furniture in the home is up to date and well kept. The beach is just steps away from the home, and the sunrises are amazing. We were overjoyed to happen to witness turtles that were just hatched return to the ocean. We will certainly return for another vacation!

Match: Pets allowed

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Price per night from

$1,726

Penthouse with Private Hot Tub and Amazing Ocean Front views

Satellite Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Outstanding!” We just loved it! The condo was gorgeous! We picked a perfect week to go, the beach was empty, as was the pool, it was like we had our own private resort! It was also great to have our own private hot tub, we couldn't have asked for anything more! Thanks for letting us stay at the resort!

Match: Pets allowed

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Price per night from

$281

Cape Crossing Resort & Marina

Merritt Island townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Pets allowed

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Price per night from

$318

GOLDEN SANDS PEARL -Luxury Private Beachfront -Pool & Spa -Stunning Ocean Views

Indialantic house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 14

“Very Clean and awesome!!!” The ocean was very close and the sand was awesome! The things we really enjoyed were the really nice beach chairs provided. The outside grill was large enough to easily grill enough food for 14 people at one time. All items in kitchen were great and we had everything we needed. The washer and dryer were awesome and worked very well The furniture in the house was clean and comfortable for all of us. The house was really clean when we arrived and that impressed us all. Space wise the house could easily handle 16 except for maybe the lack of a third shower. Overall we really liked this place and would recommend it to anyone.

Match: Pets allowed

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Price per night from

$1,726

Great beach house in Indian Rocks Beach

Indian Rocks Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$650

Ninovan on the Shore, A river retreat with history

Sanford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Pets allowed

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Price per night from

$381

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

Indian Shores cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤

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$190

Right on the Beach. Family & Pet Friendly. Great Ocean views

Satellite Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Place!” We stayed at Paradise Beach Club unit 215 February 8 to February 15, 2014. The hotel itself was very nice. It is located directly on the atlantic Ocean which was very convenient. There was an elevator that we used a few times, but unit 215 was at the very end of the hallway, not very close to the elevator, so it was quicker just to walk up and down the flight of stairs located right next to the unit. There was a coin operated washer and dryer on floor 2 which was useful. The washer cost $1 for a 45 minute cycle. The dryer was 25 cents for 20 minutes of drying time. There wasn't any laundry detergent in the laundry room and the machines only took quarters, so be prepared! There was a Publix grocery store directly across the street which was also convenient. The unit itself was very nice. The kitchen was fully stocked with dishes and had a dishwasher, microwave, toaster, and coffee maker. What I wish I would have known before going was that the kitchen, dining room, living room, and one bathroom are on floor 2. You have to go up a flight of stairs to get to the bedrooms. Two bedrooms and a larger bathroom are on floor 3. The master bedroom had a great ocean view! (The living room also has a great ocean view, and a relaxing balcony with comfortable patio furniture). The other bedroom has a "view" of the parking lot. It also has a door that leads outside to the third floor hallway. I would not have felt safe leaving a child by themselves in a room with an outside door, but since we only used the master bedroom it wasn't an issue. Another negative was that both bedrooms were missing slats from their blinds. The master bedroom faces east and the sun really woke you up in the morning! Paradise Beach Club is located on Satellite Beach which is about a 15 minute drive south of the Cocoa Beach Pier. I would definitely recommend this unit!

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Price per night from

$158

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$635

“Good price for family of 10” With 5 bedrooms, fits 10 comfortably. Owner is very helpful and location is 20mins from the parks. Walmart and restaurants are very close.

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$150

** Oceanfront ** Ground Level with Excellent View of the Ocean

Satellite Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent place” Just returned from a week vacation at this location. The views were spectacular. The unit was very clean, well maintained with nice furnishings. The owner/manager was very easy to work with. The listing description and photos were exactly on point. I would highly recommend this unit. Would definitely recommend this place and hope to return myself in the future. If you get a chance go eat at Black's Grill. Excellent.

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Price per night from

$158

Luxury Beach House - Direct Ocean

Cocoa Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

“Beautiful views” Our overall stay was absolutely awesome! We had a few issues but they were taken care of immediately.

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$462

Responds fast! avg. 2 hours 33 minutes

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$184

New luxury Townhouse 1 mile from Disney

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Florida family vacation” Loved the townhouse we rented ..would absolutely rent again from this place..it was clean and spacious and nice.

Responds fast! avg. 3 hours 7 minutes

Match: Pets allowed

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Price per night from

$115

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Water, water everywhere” So very, very close to the beach. Very helpful agent. Had 11 people with plenty of room .awesome time.

Match: Pets allowed

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Price per night from

$689

Viewing 38 of 1,161
rentals in Windsor Hills Resort

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