50 Best Vacation Rentals in North America - Holiday Lettings - Cabins

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178,722 Vacation rentals

(19) Excellent 

16

Vacation home rental

Lake County / Clermont

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 92 mi
  • Swimming pool
  • Child friendly
Small, detached "House 99" on one floor, Mediterranean roofing. Located between Clermont and Groveland, quiet, sunny position in the countryside, by the lake, by the canal. Great view from the house on the lake, on the garden with its palm trees, oaks and relaxing view  …see more

from $140 / night

$880 - $1040 / week

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from $140 / night

(1) Very Good 

31

Vacation villa in Orlando

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
PLEASE NOTE THIS VILLA IS AVAILABLE FOR MINIMUM OF 5NIGHTS Stunning 5 bedroom villa, sleeps 10, in Highlands Reserve Championship Golf Community and the perfect location for visiting Disney World (only a 15minute drive). This spacious 3500 square foot two storey home  …see more

from $140 / night

$980 / week

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from $140 / night

(6) Excellent 

18

Baie Nettle Vacation studio rental

Saint-Martin / Baie Nettle

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Air conditioning
This nicely decorated studio is located in the Nettle Bay Beach Club. Very cozy, the ideal getaway for 2. It has a good sized living/bedroom,, and a small but sufficient kitchen, and a beautiful shower room. Completely renovated recently. Studio also features a nic  …see more

from $89 / night

$556 - $802 / week

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from $89 / night

Featured properties

(12) Excellent 

25

Vacation villa in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Our newly remodeled Villa has about 2,000 sq.ft. Living area with 1,100 sq.ft. Generous pool area. You will be love the heated pool with the separate Scandinavian style SPA (Jacuzzi). Within only 3 minutes by boat you’ll reach the high-speed areas on Caloosahatchee Ri  …see more

from $140 / night

$980 - $1275 / week

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from $140 / night

(38) Excellent 

32

Mont Tremblant ski home to rent.

Quebec / Mont Tremblant

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Les Rives du Sanctuaire is located on the stunning Clublink Le Maitre golfcourse and just a two minute walk from the beach on Le Diable river. Within five minutes drive of 5 premium golf courses and just a short, free ski shuttle ride from the slopes at Tremblant, our h  …see more

from $169 / night

$1075 - $2250 / week

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from $169 / night

(25) Very Good 

18

Kissimmee Vacation townhouse rental

Kissimmee / Venetian Bay Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 55 mi
  • Swimming pool
Enjoy the comforts of our 3 bedroom, 2 bathroom town home which will sleep 6. The home was newly built in Jan 2004 and is located on a gated community in Kissimmee (just off the US192) 15 mins from Disney. Wi-Fi internet access provided in the home.On site f  …see more

from $53 / night

$368 - $447 / week

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from $53 / night

(21) Excellent 

24

Vacation villa in Speightstown

Speightstown / Heywoods

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
This sunny, bright, spacious villa is set in a tranquil friendly neighbourhood. The villa is surround by beautiful palm and mango trees with it's own lush garden surrounding the villa.The kitchen, dining area and lounge is open plan, with double French doors leading on  …see more

from $125 / night

$807 - $1210 / week

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from $125 / night

(5) Excellent 

14

Vacation villa with swimming pool, golf nearby in Sunset Crest

Saint James Parish / Sunset Crest

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Located within easy walking distance of the West Coast beach, supermarket, restaurants and duty free shopping, Villa Mango offers affordable holiday luxury on the Gold Coast of Barbados. This gracious property was recently renovated, and affords comfortable living with  …see more

from $350 / night

$2100 - $2700 / week

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from $350 / night

(2) Very Good 

11

Vacation cottage with golf nearby in Turkey Point

Norfolk County / Turkey Point

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
This sweet 2-bedroom cottage, also has an adjacent room with a day bed, an outside shower, and a great outdoor lounge equipped with a BBQ. There is direct beach access and a hammock to nap, read, really just relax. Close by there is the Burning Kiln local winery, a zip  …see more

from $96 / night

$666 / week

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from $96 / night

(17) Excellent 

27

Vacation apartment with golf nearby in Orlando

Orlando / Vista Cay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our "Heart of Orlando" brand new Condo. This fabulous 2 Bed/2 Bath Executive Condo can easily accommodate 6 guests in absolute comfort. Fully air conditioned and with the added luxury of ceiling fans in all rooms this property offers privacy and spa  …see more

from $99 / night

$692 - $804 / week

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from $99 / night

(22) Excellent 

16

Orlando Vacation villa rental

Orlando / Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
With a south and west facing pool you are guaranteed the maximum sunshine available here in sunny Florida, but there is also enough shade if you want to cool down a little. Having two sitting areas, Jasmine Villa has enough room for everyone to be able to lounge in comf  …see more

from $108 / night

$750 - $838 / week

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from $108 / night

(27) Very Good 

20

Bottom Bay Vacation villa rental

Bottom Bay / Apple Hall

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sunrise Villa is located at Bottom Bay, St Philip in a small development of 25 properties named Atlantic Rising. To keep the villa fresh and new the owners have upgraded the indoor and outdoor furniture, further adding to the accent on outdoor living and relaxation. Sun  …see more

from $113 / night

$744 - $1269 / week

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from $113 / night

(19) Very Good 

17

Clermont Vacation villa rental

Clermont / Greater Groves

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tangerine Villa is a stylish Floridian Home which is luxuriously equipped to the highest standards. This spacious, single-story home of four to five bedrooms with three bathrooms offers accommodation for up to ten people. The villa is fully air conditioned and has its o  …see more

from $88 / night

$513 - $619 / week

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from $88 / night

(22) Excellent 

24

Vacation condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
The Isles at Cay Commons will entice you with its Tuscan themed condominiums conveniently located less than a mile from International Drive and the Orlando Convention Centre, with the I4 less than 5 minutes drive. You are truly in the “Heart of Orlando” when you sta  …see more

from $80 / night

$560 - $630 / week

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from $80 / night

(18) Excellent 

20

Castara Vacation villa rental

Castara / Englishman's Bay

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
A 5 minute drive from Englishman's Bay, this is a secluded yet comfortable villa that is perfect for anyone wishing for a holiday in beautiful surroundings close to nature. It is set amongst a thriving jungle with one of the world's largest variety of birdlife  …see more

from $143 / night

$1000 - $1813 / week

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from $143 / night

(11) Excellent 

26

Orlando Vacation villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Amazingly beautiful Privately Owned 5 bed 3 bath home with gorgeous private south west facing 30ft swimming pool and spa with HEATING INCLUDED ALL YEAR ROUND !! A huge covered lanai for lovely outside dining and stunning views over conservation areas. With over 3500sq  …see more

from $188 / night

$1313 - $2188 / week

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from $188 / night

(24) Excellent 

24

Vacation villa with swimming pool in Willikies

Willikies / The Peninsula

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
This villa is for those who enjoy peace and tranquillity. The stunning waterfront location at the Peninsula along with the contemporary style is what sets this holiday home apart from others. The villa looks out from the Peninsula, towards Pelican Island and the reef  …see more

from $214 / night

$1500 - $3000 / week

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from $214 / night

25

Vacation townhouse with golf nearby in Orlando

Orlando / Encantada

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Welcome to Encantada Resort in Orlando. A truly tropical paradise in the heart of Central Florida. Make your next stay a truly magical vacation in a luxury vacation town home that will take your breath away.Encantada Resort is centrally located amongst Orlando’  …see more

from $120 / night

$800 - $1250 / week

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from $120 / night

(1) Excellent 

15

Vacation apartment in Weston

Saint James Parish / Weston

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Lantana 24 is a stunning first floor 3 bedroom, 2 bathroom apartment. Located in the quieter block it enjoys fabulous sea views of the West Coast and is ideal for families or couples. This modern apartment is stylishly furnished and equipped for a very comfortable stay.  …see more

from $125 / night

$875 - $1288 / week

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from $125 / night

(5) Excellent 

52

Vacation townhouse with indoor pool in Clermont

Lake County / Clermont

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 127 mi
  • Swimming pool
  • Child friendly
This fully equipped vacation townhouse offers you everything you will need for a first class stay. You will enjoy the warm and inviting feel of this stylish home. The kitchen is fully fitted with granite counter tops, stainless steel appliances and a breakfast bar, and  …see more

from $105 / night

$700 - $1015 / week

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from $105 / night

(9) Excellent 

23

Vacation villa accommodation

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
From the top of the hill a bird's eye view of the Caribbean sea. The Villa is arranged on two floors: a large open plan area on the ground floor with Kitchen, lounge and diner. 3 large air conditioned bedrooms upstairs and 2 bathrooms. swimming pool, gardens and c  …see more

from $134 / night

$938 - $1125 / week

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from $134 / night

(10) Excellent 

18

Vacation villa with swimming pool in Mount Irvine

Tobago / Mount Irvine

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
As soon as you walk through the front door you are struck by the sheer tranquillity and elegance of your surroundings. Mot Mot Lodge is beautifully appointed with everything you could wish for to make your stay a relaxing and rejuvenating experience. A short walk throug  …see more

from $288 / night

$2013 / week

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from $288 / night

(2) Excellent 

12

South Shore Vacation apartment rental

Southampton Parish / South Shore

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
A contemporary ocean-front apartment with access to a horizon pool located at the end of a quiet lane on the south shore between West Whale Bay and Church Bay. Ideal for those looking to relax, with panoramic ocean views from every room and a private lawn where you can  …see more

from $295 / night

$2065 / week

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from $295 / night

(15) Excellent 

16

Vacation apartment with swimming pool in Mullins

Mullins / Beacon Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Cool Runnings is a fully air conditioned spacious 2 bedroom, 2 en suite bathroom apartment, with separate powder room. It boasts its own spacious private terrace, tropical garden, and private pool .It is situated at the rear and quietest part of the small Beac  …see more

from $188 / night

$1313 - $2869 / week

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from $188 / night

(30) Excellent 

23

Vacation home with swimming pool in Kissimmee

Kissimmee / Oak Island Cove

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Sun Quest Villa is located on the small and peaceful community of Oak Island Cove. The property is an exceptionally spacious and luxuriously decorated 5 bedroom 4 bathroom home with fully screened private pool and hot tub. Oak Island Cove is one of the closest and most  …see more

from $125 / night

$750 - $875 / week

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from $125 / night

(20) Excellent 

20

Home rental in Maynards with swimming pool

Saint Peter Parish / Maynards

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Palm Villa is the perfect holiday home in Barbados. Its elevated position at Maynards allows the easterly tropical breeze to gently cool you down on the hottest of days. The house has been fully refurbished in 2011 with modern furniture and all the modern conveniences y  …see more

from $157 / night

$1094 - $3194 / week

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from $157 / night

(12) Excellent 

35

Davenport Vacation villa rental

Davenport / Calabay Parc

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Found on Calabay Parc our private 5-bedroom/4.5-bathroom villa is extremely well equipped to a high standard with all the amenities you would expect for your Florida retreat. It is perfect for 2 families, larger groups or simply those who enjoy plenty of space. Along wi  …see more

from $98 / night

$683 - $1007 / week

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from $98 / night

(44) Excellent 

22

Villa rental in La Toc with swimming pool, golf nearby

Castries / La Toc

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
La Toc Villa is a luxury 3 bedroom holiday villa in St Lucia in a stunning location with fantastic views of the Caribbean sea. The Villa has spacious and modern accommodation for up to 6 people and is a 5 minute walk to the beach. It is close to golf at Sandals La Toc.L  …see more

from $300 / night

$2100 - $4935 / week

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from $300 / night

(32) Excellent 

23

Davenport Vacation villa rental

Davenport / West Stonebridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 141 mi
  • Swimming pool
If you are looking for privacy, space, home from home comforts and your very own pool there is no better alternative than a villa. Our luxury executive villa is situated in a small residential development only a 12 minute drive from Walt Disney World and only a 3 min dr  …see more

from $82 / night

$494 - $657 / week

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from $82 / night

(3) Excellent 

9

Morell Vacation home rental

Prince Edward Island / Morell

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Child friendly
  • Pet friendly
General Info: The cottage is located at 2 Cairns Road, St Peter’s Harbour, Prince Edward Island, C0A 1S0. With a total square footage of 2,000, it has 5 bedrooms and can comfortably sleep 11. The interior walls and ceilings are finished with knotty pine boards to g  …see more

from $149 / night

$1079 / week

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from $149 / night

(3) Very Good 

24

Porters Vacation villa rental

Porters / Porters Gate

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
The ground floor leads out to a beautiful patio, with outdoor dining and living area, complete with sofas and garden lounge chairs, and a small private pool. The modern Italian kitchen has every convenience: granite countertops, microwave, oven, coffee maker, dishwasher  …see more

from $162 / night

$1129 / week

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from $162 / night

(6) Very Good 

21

Vacation villa with swimming pool in Weston

Saint James Parish / Weston

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.001 mi
  • Swimming pool
Welcome to our beautiful Bajan villa, Westshore, an exquisitely built beachfront villa, finished to very high standards.Just a few kilometers North of Holetown, near Weston, this beautiful beach villa makes a perfect vacation home. It's located on one of the most attrac  …see more

from $500 / night

$3125 - $6250 / week

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from $500 / night

(14) Excellent 

66

Orlando Vacation villa rental

Central Florida / Orlando

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES** ***FREE NATIONAL AND INTERNATIONAL LANDLINE PHONE CALLS*** Sleeps a maximum of 8 adults. As you enter our lovely home, you will be impressed with the soaring 17ft high ceilings in the spacious hallway and li  …see more

from $163 / night

$938 - $1282 / week

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from $163 / night

(21) Excellent 

28

Condo rental in St. Petersburg

Florida / St. Petersburg

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Luxury waterside condo apartment on Florida's Gulf Coast (St. Petersburg) sleeps up to 6 Beautiful apartment in tranquil setting, right on the waterfront with spectacular, open water views over the Big Bayou. Watch the dolphins swim past your private terrace while the  …see more

from $105 / night

$657 - $688 / week

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from $105 / night

(1) Good 

7

Westchester County / Pelham

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Air conditioning
  • Private garden

 …see more

from $60 / night

$400 - $610 / week

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from $60 / night

(9) Excellent 

19

Vacation cottage in Maracas Bay

Trinidad / Maracas Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Private garden
La Vapeur Estate is located at the summit at the third highest point in Trinidad, which is located in the southern Caribbean. With stunning sea and mountain views, the property's wood cabin offers a private, luxurious and serene getaway with spectacular views of th  …see more

from $99 / night

$693 / week

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from $99 / night

(21) Excellent 

24

Kissimmee Vacation villa rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Welcome to our 4 bed single storey air conditioned home in Rolling Hills, Kissimee. It is just 10 mins (real time) to Disney Main Gate. It is situated on a part residential, part visitors estate, with lake views at the rear, in a quiet neighbourhood, close to Fo  …see more

from $94 / night

$657 - $750 / week

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from $94 / night

(1) Excellent 

9

Vacation home in Bathsheba

Saint Joseph Parish / Bathsheba

2 3 4 nights min

  • 2 bedrooms
  • Sleeps 3
  • 4 nights min
A beautiful wooden house set among the trees in the rural parish of St. John. It´s a beautifully designed home, with an open plan and two levels of decks and terraces with amazing views of the Atlantic coast. Talking Trees is for the more adventurous traveller, who pr  …see more

from $95 / night

$650 - $672 / week

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from $95 / night

(12) Excellent 

24

Davenport Vacation villa rental

Davenport / Grand Reserve

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
An oasis of calm within striking distance of Disney and Legoland. Located on a gated community of just 110 homes, our home is the perfect place to kick back and relax. De-stress with the view over the lake and listen and look at the abundant wildlife. Hard to imagine th  …see more

from $131 / night

$913 - $1188 / week

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from $131 / night

(2) Excellent 

14

Bungalow rental in Ducos

Arrondissement of Le Marin / Ducos

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Air conditioning
Meublé de tourisme classé 2**.Tout confort,TV Canal caraïbes,BBQ,Wifi, literie fourni... entièrement équipé pour deux personnes et un enfant.. Situé à DUCOS, commune du centre sud de l'île. Accès rapide à toute les destinations.Accueil chaleureux  …see more

from $65 / night

$385 / week

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from $65 / night

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