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

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193,067 Vacation rentals

(28) Excellent 

32

Davenport Vacation villa rental

Davenport / Marbella Resort

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Situated in a gated community in a peaceful location in Davenport, the Villa benefits from its own private pool & jacuzzi, the pool has shallow end perfect for the children. The villa consists of one twin, one double and two master queen suites, both with en-suites idea …see more

from $95 / night

$660 - $726 / week

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Responds fast!
avg. 2 hours 32 minutes

from $95 / night

(29) Excellent 

Certificate of Excellence

24

Vacation villa with swimming pool in Sainte-Anne

Grande-Terre Island / Sainte-Anne

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
In a secure residence, located between St. Anne and St. Francis, this charming villa is offered for rent by two lovers of Guadeloupe. The villa includes: - 3 air-conditioned rooms (2 bedrooms ground floor and a mezzanine overlooking the living room with sea view) - kitc …see more

Certificate of Excellence

from $133 / night

$927 - $1,739 / week

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from $133 / night

(17) Excellent 

30

Kissimmee Vacation villa rental

Kissimmee / Windsor Palms

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Windsor Palms is a fabulous resort style community and has all the facilities that you would expect from its 5 star status all completely free when you stay at Disney Paradise. It is one of the closest communities to Disney located along Formosa Gardens Boulevard just …see more

from $128 / night

$928 - $994 / week

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avg. 3 hours 45 minutes

from $128 / night

(36) Very Good 

56

Vacation villa with shared pool in Orlando

Orlando / Sunrise Lakes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Our luxury Florida vacation rental villa has been designed and furnished to the highest standard to give guests the luxurious holiday they deserve. It has a 28' heated pool with a lake view. We provide free phone calls (US/Canada) so you can tell everyone what a wonderf …see more

from $135 / night

$910 - $1,225 / week

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avg. 3 hours 21 minutes

from $135 / night

(1) Excellent 

12

Vacation apartment in Ontario

Wisconsin / Ontario

1 12 1 night min

  • 1 bedroom
  • Sleeps 12
  • 1 night min
  • Child friendly
  • Air conditioning
Located in the small town of Ontario, Wisconsin the suite has a full kitchen and bathroom. Includes a pool table and Foosball table. 2 queen beds, 1 full/queen bunk bed, 2 queen sleepers, and 1 full-size sleeper. Sleeps 12. Private entry and stay. DirectTV and WiFi.The …see more

from $110 / night

$700 - $1,330 / week

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avg. 29 minutes

from $110 / night

(30) Very Good 

23

Vacation townhouse with shared pool in Fitts

Saint James Parish / Fitts

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Swimming pool
Welcome! This is a two bedroom holiday villa situated in Fitts Village on the spectacular West Coast of Barbados. It is one of fourteen homes just two miles away from Sandy Lane on a small gated estate. They are set in tropical gardens with a shared pool. The vi …see more

from $93 / night

$647 - $779 / week

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avg. 50 minutes

from $93 / night

(27) Excellent 

Certificate of Excellence

14

Studio rental in Sainte-Luce with shared pool

Arrondissement of Le Marin / Sainte-Luce

Studio 2 6 nights min

  • Studio
  • Sleeps 2
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
In a quiet and secure residence with private parking, charming luxury studio fully equipped for you to enjoy a pleasant stay (kitchen, bathroom with walk-in shower, flat screen TV, internet WIFI). You can dine in peace on the terrace overlooking the pool and the wooded …see more

Certificate of Excellence

from $66 / night

$406 / week

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avg. 2 hours 21 minutes

from $66 / night

(14) Excellent 

28

Vacation villa in Kissimmee

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fabulous 5 Bed/5 Bath Executive Villa with Games Room can easily accommodate 10 guests in absolute comfort. Fully air conditioned and with the added luxury of ceiling fans in all rooms the property offers total privacy and space to relax and enjoy your holiday of a …see more

from $172 / night

$1,202 - $1,584 / week

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from $172 / night

(50) Excellent 

Certificate of Excellence

41

Villa rental in Kissimmee

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sonshines Florida Villa is a stunning property in Kissimmee, Florida with all the home comforts to ensure a truly wonderful vacation. Within 8 minutes drive of Disney Main Gate. LUXURY, STYLE AND COMFORT. Country Creek Estates is a beautiful, well maintained community t …see more

Certificate of Excellence

from $119 / night

$720 - $773 / week

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avg. 1 hour 20 minutes

from $119 / night

(11) Very Good 

24

Vacation home with swimming pool in Holetown

Saint James Parish / Holetown

5 11 5 nights min

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 300 mi
  • Swimming pool
Cherry Tree villa is in The centre of Holetown in St James within 5 minute walking distance to the lovely sandy beaches of the platinum coast with access to the boardwalk which you can walk along to Sandy lane . The villa is situated close to the duty free shopping m …see more

from $396 / night

$2,773 - $3,697 / week

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avg. 3 hours 8 minutes

from $396 / night

(9) Excellent 

13

Vacation apartment accommodation

Basse-Terre Island / Deshaies

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Apartment of 80m2, air conditioned, fully equipped, at the waterfront in the town of Deshaies, panoramic view of the bay, summer kitchen, close to shops and many activities. Terrace overlooking the bay, private access to the small beach at the foot of the apartment, out …see more

from $105 / night

$730 - $2,457 / week

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from $105 / night

(25) Excellent 

28

Condo rental in St. Petersburg

Florida / St. Petersburg

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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 5 adults or 4 adults and 2 children. Beautiful apartment in tranquil setting, right on the waterfront with spectacular, open water views over the Big Bayou. Watch the dolphins swim p …see more

from $113 / night

$726 - $792 / week

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from $113 / night

(26) Very Good 

6

Vacation apartment in Saint Anne

Guadeloupe / Saint Anne

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The apartment ORCHID is a beautiful F2 75m2 (including 30 m2 private terrace), located on the floor of our villa. The villa is located in a dead end in a quiet and pleasant area in the country. Nearby (walking): bakery, grocery store and supermarket, pharmacy, doctor, p …see more

from $64 / night

$447 / week

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avg. 2 hours 43 minutes

from $64 / night

13

Vacation home in Cross Fork

Potter County / Cross Fork

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
Today, the Cross Fork area is known for trout fishing on Kettle Creek and Cross Fork Creek, including a children's fishing derby held annually in May. Trout's stream accommodations offer the comforts of home in a country rustic atmosphere with the knotty pine design …see more

from $99 / night

$625 - $1,465 / week

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avg. 1 hour 24 minutes

from $99 / night

(28) Excellent 

24

Vacation villa rental

Kissimmee / Veranda Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 84 mi
  • Swimming pool
  • Child friendly
Stunning four bedroom holiday home with private pool ideally located on Veranda Palms Resort. 4 bedroom, 3 bathroom villa is situated on the impressive Veranda Palms Resort in Orlando. The resort is set in a sprawling conservation area with beautiful lakes and woodla …see more

from $139 / night

$986 / week

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avg. 48 minutes

from $139 / night

(14) Excellent 

28

Vacation apartment with shared pool in Holetown

Saint James Parish / Holetown

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
Ixora development is situated in Jamestown Park, Holetown, in the heart of Barbados' West Coast. The 10 apartments are only a 4 minute walk to Settlers beach; also within walking distance is the very upscale shopping complex Lime Grove, where you can find the finest hig …see more

from $118 / night

$824 - $1,161 / week

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avg. 2 hours 47 minutes

from $118 / night

(32) Excellent 

Certificate of Excellence

15

Orlando Vacation villa rental

Central Florida / Orlando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our vacation home is located 10 minutes drive from Disney World on a quiet estate. Only 5 minutes to a large selection of restaurants and shops, yet blissfully peaceful. The pool is ideal for young and old to enjoy, and the large yard allows for ball games, if you still …see more

Certificate of Excellence

from $120 / night

$770 - $850 / week

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Responds fast!
avg. 1 hour 41 minutes

from $120 / night

(27) Excellent 

17

Clermont Vacation villa rental

Clermont / Greater Groves

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights 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 $132 / night

$594 - $786 / week

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from $132 / night

(57) Excellent 

23

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. …see more

from $300 / night

$2,100 - $4,760 / week

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avg. 3 hours 12 minutes

from $300 / night

(1) Very Good 

24

Vacation apartment in Tavernier

Key Largo / Tavernier

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
24/7 FRONT DESK AND SECURITY, PRIVATE BEACH AND MARINA, FREE PARKING, SWIMMING POOL, HOT TUB, ON-SITE RESTAURANT, GRILL Travelling with your family or friends and want to stay all together? Prefer to cook by yourself while on the vacation? Or maybe you just want to fe …see more

from $319 / night

$2,233 / week

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avg. 3 hours 35 minutes

from $319 / night

4

Vacation apartment with shared pool in Trois-Ilets

Arrondissement of Le Marin / Trois-Ilets

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Air conditioning
Superb modern and romantic newly renovated studio in a residence along the beach of Anse Mitan with a wonderful view of the pool you will also have access. The room is new, air-conditioned designed for lovebirds who want to leave room for their most creative desires! Th …see more

from $47 / night

$313 - $406 / week

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Responds fast!
avg. 3 hours 3 minutes

from $47 / night

(27) Excellent 

15

Orlando Vacation villa rental

Central Florida / Orlando

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our 5 bedroom, 3-bathroom villa was built in July 2004 and is located in the Silver Creek Community. Quietly situated in a new tranquil development off Highway 27 just 1-mile from the interchange at Highway 192, the villa is ideally situated for the areas many theme par …see more

from $110 / night

$766 - $938 / week

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from $110 / night

(7) Very Good 

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 $250 / night

$1,750 - $2,450 / week

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from $250 / night

17

Guest house rental in Lock Haven

Pennsylvania / Lock Haven

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Air conditioning
Our guest house is very cute, clean and quaint. It includes antique furniture and modern conveniences like WIFI. The main farm house is next to it and both are surrounded by beautiful farmlands and mountains. Bring your camera! For the adventurer, it is close to Pin …see more

from $110 / night

$660 - $870 / week

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from $110 / night

5

Deshaies Vacation bungalow rental

Basse-Terre Island / Deshaies

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
In a context of intimate and tranquil greenery within 100 meters of the botanical garden. Three wooden bungalows, charming, air-conditioned and naturally ventilated. Very well located for the discovery of Basse-Terre. Do not hesitate to visit our website bungalowsboisca …see more

from $82 / night

$475 - $626 / week

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Responds fast!
avg. 3 hours 35 minutes

from $82 / night

24

Vacation apartment in Anse La Raye

Anse la Raye Quarter / Anse La Raye

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
This amazing villa/apartment is located just before entering the village of anse la raye. It is situated in a very peaceful and nature filled environment, the place shows an alluring view of the ocean and is also walking distance to the Anse Cochon beach.The apartment i …see more

from $37 / night

$240 / week

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from $37 / night

(20) Excellent 

34

Orlando Vacation villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Ashland Palms – A truly luxurious and spacious executive 4 Bedroom, 3 Bathroom villa in an ideal location to enjoy the many superb Orlando attractions as well as a tranquil haven where you can relax in the south facing pool & spa in the glorious Florida Sun. …see more

from $139 / night

$891 - $1,089 / week

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from $139 / night

(19) Excellent 

20

Castara Vacation villa rental

Castara / Englishman's Bay

4 8 Min stay varies

  • 4 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 $151 / night

$1,056 - $1,915 / week

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from $151 / night

(34) Excellent 

21

Home rental in Sainte-Anne with shared pool

Grande-Terre Island / Sainte-Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
BEAUTIFUL AND SPACIOUS DUPLEX T4 SAINTE ANNE BEACH WOOD JOLAN LARGE POOL furnished accommodation accredited 4 * 180 m2, 3 LARGE BEDROOMS, 3 BATHROOMS, HUGE LIVING ROOM 60 M2 We built our home in a quiet, rural and near the sea. Sainte Anne is located on the mainland, we …see more

from $135 / night

$940 - $1,857 / week

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from $135 / night

(23) Excellent 

22

Vacation villa with golf nearby in Haines City

Haines City / Southern Dunes

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Our Villa is located in the beautiful gated community of Southern Dunes overlooking the 3rd green of one of Florida's top rated Golf course's. It has a king-size Master Bedroom with En-suite & 2 Twin Bedrooms with separate bathroom upstairs. Queen Bedroom - with p …see more

from $102 / night

$713 - $759 / week

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from $102 / night

(12) Excellent 

24

Dickenson Bay Vacation villa rental

Antigua / Dickenson Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Imagine yourself in the early evening, sundowner in hand as you relax and watch the fireball sun kissing the horizon between the islands of Redonda and Nevis. The sky is cloudless. Is this a night for the fabled green flash? Silk Cotton Villa enjoys a fabulous location …see more

from $378 / night

$2,641 - $5,281 / week

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avg. 1 hour 42 minutes

from $378 / night

(51) Excellent 

46

Vacation condo in Davenport

Davenport / Bahama Bay Resort

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
The award-winning Four-Star Bahama Bay Resort near Disney Orlando [10 mins] is a beautiful, Caribbean-style gated, holiday community that boasts a club house, spa, restaurants, and a private beach area to make the perfect holiday. Can be combined with a week on the Gulf …see more

from $85 / night

$595 - $630 / week

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Responds fast!
avg. 2 hours 33 minutes

from $85 / night

(5) Very Good 

10

Apartment rental in Riviere-Salee with shared pool

Arrondissement of Le Marin / Riviere-Salee

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
HOUSING GREEN MADRAS Your large apartment F2 BIS GREEN MADRAS located on the ground floor includes a private covered veranda A large living room furnished with a seating area a fully equipped kitchen and furnished for your stay a climatic chamber at the Creole decoratio …see more

from $54 / night

$374 / week

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from $54 / night

(4) Excellent 

19

Home rental in Sainte-Anne with shared pool

Grande-Terre Island / Sainte-Anne

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
BEAUTIFUL AND SPACIOUS DUPLEX T4 SAINTE ANNE BEACH WOOD JOLAN LARGE POOL furnished accommodation accredited 4 * 180 m2, 3 LARGE BEDROOMS, 3 BATHROOMS, HUGE LIVING ROOM 60 M2 We built our home in a quiet, rural and near the sea. Sainte Anne is located on the mainland, we …see more

from $135 / night

$939 - $1,854 / week

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from $135 / night

(11) Excellent 

16

Vacation townhouse with swimming pool in Enterprise

Enterprise / Cottonbay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
This 3 bedroom, 3 bathroom home is located on a quiet street, in a gated community on the south coast of the island. The property is located near the end of a cul-de-sac with very limited traffic flow and makes a wonderful home away from home for couples and families al …see more

from $161 / night

$1,122 - $1,254 / week

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from $161 / night

9

Sainte Rose Vacation bungalow accommodation

Basse-Terre Island / Sainte Rose

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 0.6 mi
  • Swimming pool
  • Child friendly
Our bungalow is ideal for lovers of hiking, relaxation and its location allows departures visits to the two wings of this butterfly. The setting and the neighborhood are very nice and quiet. You can reach several beaches within 5 minutes walk. Many restaurants within 15 …see more

from $53 / night

$365 / week

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from $53 / night

(4) Excellent 

11

Sainte-Luce Vacation apartment rental

Arrondissement of Le Marin / Sainte-Luce

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Air conditioning
F2 of 36 sqm air conditioned, with a bedroom, a living room, a kitchen area, a bathroom and a sea view terrace. Ideal for holidays with family or friends. Located in a quiet and ventilated environment, the Residence winds will allow you to enjoy a wonderful view of the …see more

from $93 / night

$649 / week

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Responds fast!
avg. 3 hours 38 minutes

from $93 / night

(47) Excellent 

63

Villa rental in Orlando

Orlando / Westridge

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is in Davenport, about 20 minutes drive from the major theme parks – Disney, Universal, Sea World, etc – and backs on to the beautiful Florida nature reserve. The villa is modern and beautifully furnished, providing a spacious and luxurious base for your Flori …see more

from $132 / night

$858 - $905 / week

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from $132 / night

(1) Excellent 

21

Home rental in Dundas

Hamilton / Dundas

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
NEW LISTING !!! Completely renovated, fully furnished contemporary comfortable Chic home in the heart of Cootes Paradise, this modern home has 2 bedrooms and 1 washroom, futon available upon request, Kitchen has all brand new stainless steel appliances , granite counter …see more

from $130 / night

$909 / week

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avg. 2 hours 10 minutes

from $130 / night

(1) Excellent 

38

Vacation home in Mandeville

Manchester Parish / Mandeville

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 24 mi
  • Child friendly
  • Private garden
A rustic space for you to unwind & rejuvenate in total tranquility & privacy. To quiet your mind, open your heart, and allow your body temple to return to a more relaxed state. Reconnect with the natural rhythms of nature and allow yourself this space to transform, a …see more

from $40 / night

$238 / week

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from $40 / night