Vacation Rentals & House Rentals in Port Charlotte

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10,004 house rentals

Book Your Summer/Fall Trip Today! Crystal Tower 1203

Gulf Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Paradise by the beach!” 1203 is a beautiful unit with awesome views, access to two pools & hot tubs, and easy access to the Beach via a covered walkway. Very clean and well maintained and the owners were great to work with. Lots of good restaurants and shopping opportunities close by. Loved it, and hope to be able to make it my home away from home again soon!

Match: Air conditioning Stereo system Sea view Lakefront Walking trips Secure parking

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Price per night from

$413

High Rise Condo with Million Dollar Views!

Gulf Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Best View Ever” This was a very nice condo at the beach! Most condos only offer a view facing the beach but this unit has a clear long distance view all the way to Ft Morgan from inside the unit, the beach view and the Lagoon in the back. Windows surrounded the living room and kitchen while there were two sliding doors that opened to balconies on both sides. The condo was very nicely furnished including flat screen televisions, the property had a number of pools onsite and it was close to nice places to eat.

Match: Air conditioning Stereo system Sea view Lakefront Walking trips Secure parking

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Price per night from

$458

Luxurious Ocho Rios Waterfront Villa: Private Pool, BBQ, Chef, Nr. Attractions

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

“My stay here was heaven on earth.” My stay on this villa was great. Everything I could imagine and more Food was delicious and authentic; not process or frozen. The master suit where I stayed was immaculate. The power shower to the huge jacuzzi bath. The king size bed made my night rest wonderful. It's felt like I was sleeping on clouds. This villa was hard for me to leave, from pool, xbox, board games and a fantastic pool why must I go outside.(lol). When I decided to go outside it was also a great and wonderful experience. I visited duns river falls, when to the hot spot night club margarita ville, oceans 11, and amnesia. We sang karaoke had great Jamaica drinks and watch the beautiful scenery. All these great attraction only 12mins tops from the villa. However my highlight of the stay is the private beach, only 2min walk from the villa. Great vacation I'm booking another stay for January andirons can't wait...

Match: Air conditioning Stereo system Sea view Lakefront Walking trips Secure parking

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Price per night from

$972

Twin Palms #504. 2 bdrm/2bath Ocean Front Condo

Panama City Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great location” We had a great vacation! Condo was really nice. Only thing we would change is more bath and kitchen towels. There were no kitchen towels at all. Lol

Match: Air conditioning Stereo system Sea view Lakefront Walking trips Secure parking

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Price per night from

$401

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3BD 2BA RANCH / TRYON Equestrian Center 10 mins

Columbus house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$134

Guest House

Nashville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Perfect stop & go on our way to weekend in the city” This was the perfect stop & go on Thursday evening as we were staying downtown for the weekend to see Dave Matthews, Vicki greeted us after arrival, answered any questions we had, and we had complete privacy from that point on. The fridge was stocked with drinks and breakfast items, and the kitchen was ready to prepare a meal had we opted to have dinner in. We used Uber for trips as everything is very close to Vicki's place! Very affordable in comparison to hotel but all the amenities of home! Thanks Vicki! Melanie & Eric

3 of 6 match: Walking trips, Stereo system, Sea view, Lakefront, Air conditioning, Secure parking

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Price per night from

$120

The colonial rental suite,Moss town exuma

Great Exuma cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 6 match: Walking trips, Stereo system, Sea view, Lakefront, Air conditioning, Secure parking

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Price per night from

$99

This property no longer available here

Summertown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 6 match: Walking trips, Stereo system, Sea view, Lakefront, Air conditioning, Secure parking

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Price per night from

$406

“Charming studio in lovely quiet neighborhood with fenced in private outside area.” This studio has everything you'll need. It's located in a beautiful neighborhood, great for walking. There's a small park just down the road a couple of blocks where you can sit and watch the amazing sun sets or just enjoy watching the boats ride by. The owners are very nice and have a few fur babies of their own, so they may allow you to bring your doggie,too! Sue/Dawn......thank you!!!! I hope to return & stay again.

3 of 6 match: Walking trips, Stereo system, Sea view, Lakefront, Air conditioning, Secure parking

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Price per night from

$229

Williamsburg Deluxe Cabin

Williamsburg log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 6 match: Walking trips, Stereo system, Sea view, Lakefront, Air conditioning, Secure parking

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Price per night from

$273

Like Staying In A Castle! Incredible Home, Sleeps 8, Pool, Nesr Dis

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Beautiful” Booked this place for Xmas!! Everything was perfect.. clean & spacious.. felt like home.. wld mos def book again..

Responds fast! avg. 1 hour 12 minutes

3 of 6 match: Walking trips, Stereo system, Sea view, Lakefront, Air conditioning, Secure parking

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Price per night from

$178

3 of 6 match: Walking trips, Stereo system, Sea view, Lakefront, Air conditioning, Secure parking

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Price per night from

$1,710

Beautiful Large Studio Condo on the Lake

Orlando apartment

  • 1 bathroom
  • sleeps 4

3 of 6 match: Walking trips, Sea view, Secure parking, Lakefront, Air conditioning, Stereo system

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Price per night from

$228

The Bear Affair

Sautee Nacoochee log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Excellent little getaway” My wife and I stayed here on our honeymoon. The cabin was beautiful and well kept. The hot tub was very clean. We could hear traffic sometimes but not enough to really be bothered. This is a wonderful place to stay near some great national parks, and right outside the lively town of Helen. We couldn't have been happier with our stay.

3 of 6 match: Walking trips, Sea view, Secure parking, Lakefront, Air conditioning, Stereo system

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Price per night from

$144

A Bit of Disney World Paradise Aka Villas at Seven Dwarfs Lane!

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 6 match: Walking trips, Sea view, Secure parking, Lakefront, Air conditioning, Stereo system

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Price per night from

$132

4BD/3BA,RENOVATED,EXECUTIVE VILLA WITH SPA,MUST SEE,10 MIN FROM DISNEY

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“All you need for a wonderful vacation” great villa at a reasonable price , great location and great pool, hot-tub, all you could want when you want to relax and have a day off the parks, A1 service

Responds fast! avg. 33 minutes

3 of 6 match: Walking trips, Sea view, Secure parking, Lakefront, Air conditioning, Stereo system

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Price per night from

$132

TripAdvisor Award Winner 2011, 2012 & 2013.

Clermont house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

“Home away from Home” Traveled with my children and grandchildren for a Disney family vacation and this home was very warm and inviting for everyone. The pool was a huge plus for the grandchildren after a long day at the parks. Working with the owners for over a year prior to our arrival was a pleasure. They were so accommodating when an unexpected medical issue forced me to be hospitalized and Mike was able to let my son and grandson get in a day early to get ready for the rest of the family. I highly recommend this beautiful home to anyone who is travelling to the Clermont area.

Responds fast! avg. 2 hours 7 minutes

3 of 6 match: Walking trips, Sea view, Secure parking, Lakefront, Air conditioning, Stereo system

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Price per night from

$252

Luxurious 3 Bedroom with Pool and Jacuzzi, near Disney

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Clean and secure.” Close to everything that we had planned. Loved the security. Nice pool and grounds. Quiet area ,well maintained.

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$98

Deluxe Custom Beech Mountain Home

Beech Mountain house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$401

Disney themed villa/private pool/tub.

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Amazing vacation” The house was perfect. Everything was great. House looks just like the pictures. George was a great host. Very nice and made it feel like a second home. Cant wait to go back.

Responds fast! avg. 3 hours 15 minutes

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$193

A Wee bit o Scotland in the highlands of Virginia

Glade Spring b&b

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$172

Bear Tracks Log Cabin w/ Private Hot Tub!!!

Blue Ridge log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Perfect!” Couldn't have chosen a better cabin. It was beautiful, peaceful and absolutely perfect for a quick getaway. Judy was extreamly forthcoming and her detailed directions were awesome! Thank you!!

Responds fast! avg. 20 minutes

5 of 6 match: Sea view, Lakefront, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$133

9 Br/6 Ba luxurious Pool House from $380/nt, Close To Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Great time!” House was a perfect fit for my family. We had a great time and plan on making this a yearly trip. Central to everything, but far enough away you didn’t feel trapped. Would highly recommend it!

Responds fast! avg. 1 hour 27 minutes

5 of 6 match: Sea view, Lakefront, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$343

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

5 of 6 match: Sea view, Lakefront, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$138

Vanquility Acres Inn - Peaksview Cottages

Bedford house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 6 match: Stereo system, Sea view, Lakefront, Walking trips, Air conditioning, Secure parking

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Price per night from

$343

Bob’s Beach House/Cottage just steps to the beach!

Boynton Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Sea view, Lakefront, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$274

Gated community condo 200/300 steps to beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

5 of 6 match: Sea view, Lakefront, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$343

“Incredible cabin getaway” To begin, we were absolutely beyond thrilled staying here. One of our best vacations!! It was our first time using flipkey and our host Randy was nothing short of phenomenal. He was VERY quick to communicate and friendly as can be with the entire process. Very professional and courteous during the stay and gave us great tips along the way for things to see and do in the area. This was our first time in Tennessee and it was everything we had hoped for. The cabin itself is very clean, high end and luxurious and well put together. Roomy, new everything and all amenities someone could ask for were provided. The cabin is a hidden gem and a paradise of its own with how nice the inside is and just how secluded and private the outside is. We enjoyed the outdoor deck and firepit and made use of the extensive and full kitchen to entertain outside on the huge deck with all of the provided patio furniture. Think of this place as modern rustic with everything you would expect of a high end house and all of the charm of a small cabin in the woods. The place has a very welcoming feel to it and we settled in nicely for a weekend stay. There was so much to do in the local area from kayaking to hiking to swimming to cave exploring and more. We simply didn't have enough time to check it all out so we will have to come back! The cabin is incredible and the area it's on is even better and the host being so friendly and helpful really made the whole experience. If you are looking to relax or entertain or take an outdoors adventure. This is the best place you could ask for and I would recommend it to anyone and everyone. It is beyond worth the asking price and you will find yourself wishing you had a place like this as your own. I cannot rave about the experience enough and truly think Randy (the host) has a hidden slice of paradise here. Enjoy the fireplace inside, the granite counter tops, the incredible master bathroom and the sauna and expansive deck for a weekend or week you won't soon forget. I couldn't ask for more. Give this place a stay and you won't regret it.

Responds fast! avg. 3 hours 58 minutes

5 of 6 match: Sea view, Lakefront, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$189

Large Villa / private game room/yard

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Family vacation” My family was very impressed with the villa. Property manager, George, was very helpful. I would recommend this villa to others. My family will definitely stay at this villa again

Responds fast! avg. 3 hours 15 minutes

5 of 6 match: Sea view, Lakefront, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$189

Mirasol Penthouse Condo at Miromar Lakes - by owner

Estero apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$214

Upscale 2BR Condo at Terrace Ridge near Disney FL

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very Nice Location, Property, and Experience” The booking process was very easy and straightforward. It was much easier than bookings I have done on other sites. I felt my payment and information was secure. The process of checking in and getting access to the condo was very efficient as well. There was a minor hiccup with the entry code, but the customer service line was able to correct it right away. The house was nice and spacious. It had everything we needed to ensure we had a proper vacation. While there were some initial headaches, the owner and customer support line were always there to ensure we were satisfied. The location was great. it seems that there is a lot of development going on in this location. There were multiple places to eat, and shop. It was not far from all of the main attractions. Because of its proximity to I-4, there was minimal traffic. The pool and facilities were clean and comfortable. I met a lot of nice people there. I would recommend this condo to anyone looking for a peaceful vacation that is close to all the great things in Orlando.

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$109

Colonial type Villa in a beautiful setting.

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“A very welcoming home.” Our second stay and as great as the first time. A decorated Christmas tree greeted us, which was very nice. There was a bottle of wine to celebrate the New Year. The heated pool and hot tub were great. The home was near shopping and it didn't take us long to drive to the attractions. All in all we all enjoyed our stay in this very comfortable home. Thank you Paddy.

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$241

Private 4 bed Villa with Security Gate at Sunset Lakes in Kissimmee

Four Corners villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic!” This villa was a great place to stay! Close to Disney parks! You do need a car to get around but everything you need is within a short driving distance. It was awesome! The home itself was clean and well maintained. It was great having a private pool to come back to after we went to the park. We would stay again!

Responds fast! avg. 2 hours 45 minutes

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$183

PANORAMIC VIEWS: Kilkelly's 'WEST WING' Condo

Boone apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Home away from home” I own my own business, so any time away is especially precious. Kilkelly's West Wing Cottage was the perfect fit. Unlike the institutional feel of a hotel room, the West Wing is like a home away from home. Immediately, we felt comfortable and relaxed. The rooms were exceptionally clean and well kept. The rooms were equipped with every possible item anyone would need, even a tea kettle and grill accessories for the gas grill. The commercial like ice maker was an unexpected surprise. They even provided a small cooler for day trips. Normally in a hotel room, I am loathe to touch anything and notice the dirt and traces of previous guests. Immediately you can see how clean and welcoming the West Wing is - I had no hesitation using any of the amenities. We are very picky travelers and the West Wing exceeded our expectations. The breakfast casserole was so good I even got the recipe! There are several televisions with satellite, DVD, Blue-Ray, etc - available but we never even turned them on. It was so relaxing enjoying the sunrise, sunset and mountain views, we had no need for the outside world. We would not hesitate to come back and highly recommend the West Wing! :)

Responds fast! avg. 2 hours 46 minutes

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$338

by Tim M - Penthouse #3000 - Surrounded by Awesome Ocean Views! Panoramic!

Cancun penthouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

“This Penthouse Was Awesome!” I recently stayed one night here with a group of 8 friends and we had the time of our lives. Tim and his partner, Mike were very accommodating and made it extremely easy for us to get settled in. The views are breathtaking as you are truly at the highest point of view in Cancun. From the outside of the building, the hotel itself looked run down but the penthouse was nice and had plenty of room. We took a short bus ride for ten pesos a person downtown at night to party and had a blast. The beach at the hotel is beautiful and clean and the pool was enjoyable as well!

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$1,063

OCEAN VIEW FROM EVERY ROOM. FEW STEPS TO BEACH. COVERED PARKING INCLUDED.

Hollywood apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Perfect for Beach Lovers” The views from this Condo are amazing. You cannot get better access to the beach!!! Everything was clean and well done aesthetically. We enjoyed our time, especially my husband who loves the Atlantic Ocean, thoroughly. Onsite parking is a great asset as is the elevator to the 4th floor. Helena and Robert were gracious and very accommodating. Would go back in a heartbeat! .

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$229

Log home on the river with mountain views

Lake Lure house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Beautiful home” We had a week long stay scheduled. It was beautiful. The house was amazing and the view was perfect. We had to cut our trip short though. There are so many stairs and the stairs down to the river were way too much. I wouldnt suggest this property for anyone with health conditions, pregnancy or small children with them. It would be perfect for young couples or older groups who are in excellent shape. Jeff Hayes was amazing to deal with as was Flip Key advisors. It was such a smooth way to book a beautiful home. I will definitely use them again in the future.

4 of 6 match: Walking trips, Sea view, Lakefront, Air conditioning, Stereo system, Secure parking

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Price per night from

$298

Downtown Northshore Bungalow, Close to Everything

Chattanooga house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

4 of 6 match: Stereo system, Sea view, Lakefront, Walking trips, Air conditioning, Secure parking

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Price per night from

$206

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