50 Best Old Town Lofts on Holiday Lettings - Apartments

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150 Vacation rentals

(3) Excellent 

23

Old Town Vacation townhouse rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
4 Bedrooms / 3 bathrooms - ground floor comprising covered entrance porch, entrance foyer, kitchen, dining area, great room, covered terrace, ground floor double bedroom with bathroom. Stairs leading to - First floor comprising master bedroom with walk in wardrobes and …see more

from $77 / night

$538 - $807 / week

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avg. 2 hours 44 minutes

from $77 / night

20

Vacation townhouse with swimming pool in Old Town

Florida / Old Town

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 65 mi
  • Swimming pool
  • Child friendly
Beautiful interior designed four bedroom townhouse with pool in the award winning resort of Terra Verda the front of the home has a view of the lake and clubhouse the back of the villa has a conservation area and is very private The villa layout is fabulous downstai …see more

from $96 / night

$639 / week

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from $96 / night

4

Studio rental in Old Town with shared pool

Florida / Old Town

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Star Island Resort’s brand new Pool Bar and upstairs Star Bar offer you the best entertainment experience and vacation atmosphere money can buy. Whether you are soaking up the sun or taking a dip in one of our two refreshing pools, enjoy a wide assortment of beer, wine, …see more

from $73 / night

$508 / week

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avg. 3 hours 57 minutes

from $73 / night

7

Old Town Vacation apartment rental

Florida / Old Town

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Multiple condos in complex. All are 3 bed, 2 bathroom ground or upper Condos. fully furnished with full kitchen and appliances, all linen and towels provided. Washer and dryer in each condo. If booked on the calendar, please inquire on other condos. Perfect for family v …see more

from $109 / night

$763 / week

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from $109 / night

36

Vacation home with shared pool in Old Town

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful open-floor-plan 4 bedroom 3 Bath townhouse is in a gated community, fits up to 8 people and is ideal for families visiting the parks and convention centers in the Orlando region. You'll enjoy Wi-Fi inside the house! Unique features: - 1 Master Suite with …see more

from $99 / night

$693 / week

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from $99 / night

(3) Very Good 

16

Home rental in Old Town

Florida / Old Town

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The home is a Three Bedroom 2.5 Bathrooms Executive Townhome situated close to Walt Disney World and Old Town. The other theme Parks and water parks are a short drive away. There are many Restaurants and Supermarkets close by on Highway 192 and Polynesian Isles Blvd. …see more

from $75 / night

$525 / week

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from $75 / night

13

Vacation home in Old Town

Florida / Old Town

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The Villas at Seven Dwarfs Lane is your destination for a fun-filled getaway in Magical Orlando. These vacation town-homes offer a spacious alternative to a cramped hotel room at a value that can't be beat. Just five miles away from the Walt Disney World parks, and minu …see more

from $129 / night

$903 / week

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avg. 1 hour 20 minutes

from $129 / night

14

Vacation home rental

Florida / Old Town

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The Villas at Seven Dwarfs Lane is your destination for a fun-filled getaway in Magical Orlando. These vacation town-homes offer a spacious alternative to a cramped hotel room at a value that can't be beat. Just five miles away from the Walt Disney World parks, and minu …see more

from $129 / night

$903 / week

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avg. 1 hour 20 minutes

from $129 / night

(2) Very Good 

29

Vacation townhouse in Old Town

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly carpeted September 2016! Bordering Old Town Kissimmee and 3 miles from Disney, Regal Oaks offers serenity amid the fun hub of Florida. This gated community is within walking distance of Old Town and a few minutes drive from major attractions. The resort location …see more

from $115 / night

$700 / week

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from $115 / night

15

Vacation apartment in Old Town

Florida / Old Town

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
One bedroom suite in Vacation Resort near Disney Orlando Florida. This Villa style suite Includes 2 Full size Beds & Living Room with Sofa Sleeper comfortable sleeps six people. One private bedroom and living room with small kitchenette. This is not Shared unit. Complet …see more

from $65 / night

$450 / week

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avg. 2 hours 5 minutes

from $65 / night

10

Vacation home in Old Town

Florida / Old Town

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Located just minutes from the Disney World Area and other attractions, an outlet mall, as well as numerous shopping centers and an incredible array of wonderful restaurants. Indian Wells provides a wonderful alternative to the hotel room. This vacation provides many of …see more

from $149 / night

$1043 / week

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avg. 1 hour 20 minutes

from $149 / night

12

Vacation condo rental

Florida / Old Town

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Condo offers a myriad of amenities, services, and activities including two heated swimming pools and two hot tubs, arcade games, board and card games, a book exchange, ping-pong, bingo, arts & crafts and 3 picnic/BBQ areas. For added convenience, the resort features an …see more

from $150 / night

$1050 / week

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from $150 / night

10

Vacation home rental

Florida / Old Town

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The Villas at Seven Dwarfs Lane is your destination for a fun-filled getaway in Magical Orlando. These vacation town-homes offer a spacious alternative to a cramped hotel room at a value that can't be beat. Just five miles away from the Walt Disney World parks, and minu …see more

from $129 / night

$903 / week

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avg. 1 hour 20 minutes

from $129 / night

29

Vacation home in Old Town

Florida / Old Town

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
Comfy Master Suite with private bathroom in a beautiful gated community close to Disney Parks, Restaurants, Walmart, Outlets, 15 min away from Universal, 12 min from sea world, great location, close to everything! also coffees, espressos, cappuccino, hot chocolate and h …see more

from $42 / night

$294 / week

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from $42 / night

(1) Excellent 

12

Vacation apartment in Old Town

Florida / Old Town

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This 3 beds/2 baths Condo comfortably sleeps a family of 6 or a group of friends. The Condo is in Royal Palm Bay Resort located in Kissimmee, Florida. This is the ideal vacation rental for visiting the theme parks with Disney World only 15 minutes away and Universal S …see more

from $75 / night

$525 / week

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avg. 2 hours 6 minutes

from $75 / night

18

Old Town Vacation home rental

Florida / Old Town

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Key Features 5 Bedrooms 4 Bathrooms Sleeps 10 Private swimming po …see more

from $199 / night

$1393 / week

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Responds fast!
avg. 41 minutes

from $199 / night

25

Old Town Vacation home rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to the gated resort community of Storey Lake where relaxation begins. This 4 bedroom, 3 bathroom home is the perfect vacation getaway located right in the middle of Kissimmee. To begin, this gorgeous townhome boasts 4 large bedrooms, all perfect and ready for yo …see more

from $119 / night

$833 / week

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avg. 1 hour 20 minutes

from $119 / night

22

Old Town Vacation villa rental

Florida / Old Town

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to the Feixas residence! We are a family owned property so family, is very important for us. Thank you for your interest in our property, please don't hesitate to contact us with any inquiries. Our home is a gorgeous fully air conditioned, 2 story, 4 bedroom h …see more

from $155 / night

$1100 / week

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from $155 / night

5

Vacation home rental

Florida / Old Town

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
Vistana Springs condominium, Villa Type 2 bedrooms Villa Springs. Please Reserve 2 months in advance! Available at Sherato Vistana Resort or Vistana Beach Club, Sheraton Broad Way Plantation in Orlando Florida. The Orlando area offers non-stop fun with more world- …see more

from $150 / night

$1400 / week

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from $150 / night

12

Vacation home rental

Florida / Old Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This gorgeous property is located in the heart of town. The outside is charming and private. Your bright, beautiful, dream home has everything you need for a carefree vacation. You will be less than 15 minutes from Disney World, two miles from attraction packed 192, and …see more

from $116 / night

$812 / week

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avg. 1 hour 20 minutes

from $116 / night

27

Home accommodation in Old Town with shared pool

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Only minutes from the entrance of Walt Disney World, this brand new 4 Bedroom 3.5 Bath Town Home located in Compass Bay is one of four beautiful town homes in the same building. This works perfectly for a small family vacation or a grand family reunion. Professionally d …see more

from $129 / night

$903 / week

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avg. 1 hour 20 minutes

from $129 / night

19

Vacation home in Old Town

Florida / Old Town

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Ask about pets
Beautiful, newly remodeled 3 bedroom, 2 bath home located on the historic Suwannee River. Get away from it all. Easy access to Fanning Springs (1.5 miles up river) and Manatee Springs (7 miles down river). Bring a boat, or two 2-person kayaks available for use. Great vi …see more

from $99 / night

$699 / week

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from $99 / night

17

Vacation home with shared pool in Old Town

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This home boasts four bedrooms – two of which are en-suite. Master Bedroom one is king with en suite bathroom which includes a Roman tub. Master two is a queen. Two further bedrooms share a family bathroom – one of which is a spacious queen while the other 'family bedro …see more

from $129 / night

$903 / week

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avg. 1 hour 20 minutes

from $129 / night

18

Old Town Vacation home rental

Florida / Old Town

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Your vacation will magically begin when you enter this gorgeous home located in Storey Lake! This 5 bedroom, 4 bathroom home has no shortage of fun and that begins with the patio. The splash pool, patio lounge chairs and outdoor dining table will make you want to spend …see more

from $159 / night

$1113 / week

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avg. 1 hour 20 minutes

from $159 / night

12

Vacation home with shared pool in Old Town

Florida / Old Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Beautiful and spacious pool home is refreshingly clean and complete with the latest vacation rental features. This 3-bedroom home has a lot of charm including the carpet. The home is pet friendly. The dining room and living room open up to the pool area. This home has l …see more

from $116 / night

$812 / week

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avg. 1 hour 20 minutes

from $116 / night

33

Old Town Vacation home rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This exquisitely and professionally decorated with appealing décor offers you vacation elegance at its finest. Decorated in tones of Silver, Gold & Grey with mirrored accents, you will be the envy of your fellow vacationers. As you enter the home, you will be greeted by …see more

from $149 / night

$1043 / week

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avg. 1 hour 20 minutes

from $149 / night

29

Vacation home rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This comfortable townhome in BellaVida Resort features a large master bedroom, a private lounge pool and patio, 3 Smart TVs in bedrooms, a Large 55" screen LED TV in Living Room as well as a DVD/Blu-Ray player and Roku Streaming. There is also a fully equipped kitchen, …see more

from $105 / night

$735 / week

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from $105 / night

26

Old Town Vacation condo rental

Florida / Old Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
The Star Island Resort & Club set on the banks of a private lake, this resort is 4.8 miles from Disney. There are 2 outdoor pools & a hot tub, plus 9 tennis courts, a driving range & a putting green. Other amenities include WiFi, a spa, a fitness center & a playground! …see more

from $120 / night

$840 / week

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from $120 / night

34

Home rental in Old Town with shared pool

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This cozy 4 bedroom townhouse in a gated community sleeps up to 8 people and is ideal for families and groups who come to visit the famous Orlando theme parks and other attractions and convention centers in the region. You can also enjoy the resort's pool with water fou …see more

from $129 / night

$903 / week

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avg. 1 hour 20 minutes

from $129 / night

19

Vacation villa in Old Town

Florida / Old Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
Regal Oaks Resort - Kissimmee, Florida is an upscale gated community located just 4 miles from Walt Disney World. This resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay you will enjoy …see more

from $139 / night

$973 / week

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from $139 / night

18

Vacation home in Old Town

Florida / Old Town

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Key Features 6 Bedrooms 5 Bathrooms Sleeps 12 Private swimming po …see more

from $383 / night

$2681 / week

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avg. 41 minutes

from $383 / night

21

Vacation condo in Old Town

Florida / Old Town

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
You may never want to go back home! Occupancy is limited to 6 guest(s), for reason of comfort and safety. There is a living room where yourself and your guests will be able to kick back and enjoy each other’s company or watch TV. This home is equipped with Wi-Fi for al …see more

from $99 / night

$693 / week

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avg. 2 hours 52 minutes

from $99 / night

19

Vacation home rental

Florida / Old Town

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to our brand new 5 bedroom, 4 bath home. With 1 king, 4 queen beds, and a twin room, there is plenty of room for everyone to spread out and unwind. The private pool with covered lanai provides hours of relaxing and soaking up the beautiful Florida sunshine. This …see more

from $159 / night

$1113 / week

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avg. 1 hour 20 minutes

from $159 / night

26

Vacation condo in Old Town

Florida / Old Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
The Star Island Resort & Club set on the banks of a private lake, this resort is 4.8 miles from Disney. There are 2 outdoor pools & a hot tub, plus 9 tennis courts, a driving range & a putting green. Other amenities include WiFi, a spa, a fitness center & a playground! …see more

from $120 / night

$840 / week

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from $120 / night

15

Vacation home rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Storey Lake - Kissimmee is a brand new luxurious vacation community located just 4 miles to the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the nation's top rated golf cou …see more

from $119 / night

$833 / week

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avg. 1 hour 20 minutes

from $119 / night

25

Old Town Vacation condo rental

Florida / Old Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
The Star Island Resort & Club set on the banks of a private lake, this resort is 4.8 miles from Disney. There are 2 outdoor pools & a hot tub, plus 9 tennis courts, a driving range & a putting green. Other amenities include WiFi, a spa, a fitness center & a playground! …see more

from $120 / night

$840 / week

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from $120 / night

29

Old Town Vacation home rental

Florida / Old Town

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This brand new Townhome is situade inside Storey Lake Resort community located at 4026 W Osceola Pkwy, Kissimmee, FL 34746. The 5bedroom, 4bathroom vacation rental home is located just minutes from Walt Disney World® This home has been decorated with great eye for detai …see more

from $171 / night

$1197 / week

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from $171 / night

26

Old Town Vacation condo rental

Florida / Old Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
The Star Island Resort & Club set on the banks of a private lake, this resort is 4.8 miles from Disney. There are 2 outdoor pools & a hot tub, plus 9 tennis courts, a driving range & a putting green. Other amenities include WiFi, a spa, a fitness center & a playground! …see more

from $120 / night

$840 / week

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from $120 / night

15

Old Town Vacation hotel apartment rental

Florida / Old Town

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays, and Sundays only. Long, lazy days await you at Wyndham Bonnet Creek Resort! This tranquil resort sits on its own private lake and boasts lush, verdant grounds. Despi …see more

from $229 / night

$1599 - $2899 / week

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avg. 1 hour 0 minutes

from $229 / night

17

Vacation home rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to the gated resort community of Storey Lake where relaxation begins. This 4 bedroom, 3 bathroom home is the perfect vacation getaway located right in the middle of Kissimmee. To begin, this gorgeous townhome boasts 4 large bedrooms, all perfect and ready for yo …see more

from $139 / night

$973 / week

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Responds fast!
avg. 1 hour 20 minutes

from $139 / night

1