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

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162,862 Vacation rentals

(36) Excellent 

22

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 $81 / night

$527 - $682 / week

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from $81 / night

(8) Excellent 

20

Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
A luxurious 4 bedroom, 3 bathroom vacation villa features a large private south facing pool and spa with conservation view plus fully air conditioned rooms and tv's and dvd's in living room and all bedrooms. The home is on the superb Emerald Island Resort an  …see more

from $93 / night

$651 - $825 / week

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from $93 / night

(21) Very Good 

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 $124 / night

$558 - $670 / week

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from $124 / night

Featured properties

(12) Excellent 

50

Vacation villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly
Our home is a detached four bedroom villa with private pool and Jacuzzi , situated in Weston Hills a quiet residential gated community set in natural surroundings. Weston Hills is located within easy reach of all Orlando's top attractions, ideally situated for a ho  …see more

from $81 / night

$565 / week

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from $81 / night

10

Vacation villa with swimming pool in Olveston

Montserrat / Olveston

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Inis Elau is a stunning secluded Villa. Located on a lovely lot approximately 0.7 of an acre in size at the end of Sweet Lime Lane Inis Ealu, (Irish Gaelic for Island Escape) is a custom villa designed and built in 2006. It features a blue steel roof, cherry cabinetry a  …see more

from $231 / night

$1400 / week

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from $231 / night

(30) Excellent 

21

Vacation villa with golf nearby in Davenport

Davenport / Aylesbury, Davenport

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
The overall theme of the property provides a spacious cleaness and relaxed living environment. Perfect for a family, with easy access to Orlando's attractions and the benefit of a lovely private pool area and lanai with the safety and peacefulness of the cul-de-sa  …see more

from $60 / night

$414 / week

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from $60 / night

(26) Very Good 

12

Villa rental in Kissimmee with swimming pool

Kissimmee / Lindfields

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunrise Villa is a luxurious villa close to all major attractions in a quiet, private & gated community in the town of Kissimmee. Our rate is from £400 per week .We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando.  …see more

from $76 / night

$527 - $744 / week

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from $76 / night

(6) Excellent 

21

Kissimmee Vacation home rental

Kissimmee / Trafalgar Village

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
# Lake view, a beautiful view over one of the many small lakes in the area. # Set on an oversized lot, the villa offers wonderful privacy # Private Heated Pool & Spa with views over the lake. # Free internet and local calls # Our wonderfully spacious 5 bedroom home  …see more

from $151 / night

$1156 / week

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from $151 / night

(29) Excellent 

21

Vacation villa rental

Central Florida / Orlando

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This 2-storey 4 bedroom villa is located in the tranquil and idyllic community of Silver Creek, about one mile north of the famous highway 192 on Highway 27 which forms the main artery of the tourist community in Orlando/Kissimmee area making it an extremely convenient  …see more

from $81 / night

$565 - $912 / week

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from $81 / night

(17) Excellent 

24

Holiday villa rental with swimming pool

Lake County / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 130 mi
  • Swimming pool
SEE OUR UPDATED IMPRESSIVE GUEST BOOK REVIEWS !! RELAX- The home is fully air-conditioned throughout with sliding patio doors to the private pool area from the lounge and master bedroom too! With a well-appointed dining room, living room, large family room, g  …see more

from $85 / night

$700 - $900 / week

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from $85 / night

(53) Excellent 

77

Vacation villa in Orlando

Orlando / Orange Tree

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
''Sunny Days" Villa is the perfect place to wake each day. Open the doors from your master bedroom, step out on to the pool deck and breathe in the fresh scent of orange blossom.This four bedroom, three bathroom, luxury villa which sleeps eight people is  …see more

from $118 / night

$837 - $1110 / week

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from $118 / night

(20) Excellent 

27

Grande-Terre Island / Port-Louis

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $50 / night

$350 / week

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from $50 / night

(43) Excellent 

39

Kissimmee Vacation villa rental

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This exclusive luxury property, with beautiful Italian themed fixtures and fittings is set in the highly desirable community of (Tuscany/Calabria) surrounded by small lakes, conservation area and Florida's woodlands. The villa with fully automated Jacuzzi and pool  …see more

from $124 / night

$738 - $1110 / week

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from $124 / night

35

Vacation apartment rental

Florida / Coral Gables

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bedroom 02 02 01 Full Baths and Toilet, Ritz Carlton Apartment for rent weekly or monthly, located right on Coconut Grove. Fully furnished for up to 6 people. It includes: Free parking, internet, cable, swimming pool, gym and much more! Department 02 bedrooms, 02 bathro  …see more

from $151 / night

$1001 / week

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from $151 / night

(25) Excellent 

24

Vacation condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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  …see more

from $82 / night

$573 - $625 / week

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from $82 / night

(16) Very Good 

56

Vacation villa with golf nearby in Davenport

Davenport / Florida Pines

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a beautiful, contemporary styled, newly renovated villa, situated in the lovely and peaceful Florida Pines. Our 4-bedroom home sleeps 8 people and is located less than half an hour from Orlando International Airport, just 10 minutes from Disney, 20 minutes from  …see more

from $87 / night

$608 - $868 / week

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from $87 / night

(16) Excellent 

21

Davenport Vacation villa rental

Davenport / West Stonebridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunshine Villa is located just off the highway 27 in Davenport. Quiet and peaceful, yet only fifteen minutes from the parks and attractions. It is just 5 minutes from many championship golf courses. Supermarkets, restaurants, shopping malls and bank facilities are just  …see more

from $87 / night

$558 - $682 / week

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from $87 / night

(49) Excellent 

21

Vacation villa with golf nearby in Davenport

Central Florida / Davenport

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Our villa 'Savannah' is a really lovely 4 bedroom 3 bathroom fully air-conditioned villa with its own South Facing screened pool and patio area, a beautiful home from home on the Secure & prestigious Highgate Park gated community. Close to Disney (10 minut  …see more

from $62 / night

$434 - $614 / week

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from $62 / night

(4) Excellent 

28

Vacation condo in Anna Maria Island

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is 'Seacrest' where you can enjoy island living at its best in this stunning destination.Our light & roomy 2 bedroom condo (one of only four in a quiet location being i  …see more

from $105 / night

$732 - $1712 / week

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from $105 / night

(42) Excellent 

54

Vacation condo in Davenport

Davenport / Bahama Bay Resort

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
The award-winning Four-Star Bahama Bay Resort near Disney Orlando 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 Coast in  …see more

from $43 / night

$631 - $694 / week

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from $43 / night

(30) Excellent 

10

Davenport Vacation villa rental

Davenport / The Manors South at Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
For full details click on the advertisers link to own website below.Luxury spacious private villa with own pool situated on a lovely, well maintained gated community, ideally situated for Walt Disney World. It is only 30 mins from Universal Studios and Sea World). Shou  …see more

from $89 / night

$620 - $744 / week

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from $89 / night

(24) Excellent 

24

Vacation villa in Rotonda West

Rotonda West / Rotonda Lakes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Pine Tree Villa was completely refurbished for Jan 2011, a new Swimming Pool and deck with Bug Screen was built to the rear of the Villa. The Villa is set in a location surrounded by Pine trees, Palmetto's and natural vegetation with no properties to the sides  …see more

from $106 / night

$614 - $806 / week

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from $106 / night

(11) Excellent 

24

Villa accommodation in Kissimmee

Kissimmee / Cumbrian Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Our villa is situated just 10 minutes from Disney and all its attractions and 5 minutes to shops and restaurants.Private heated pool fully screened and safety fence.Open plan lounge and formal dining area Fully fitted kitchen making preparing meals and snack  …see more

from $87 / night

$596 - $738 / week

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from $87 / night

60

Basse-Terre Island / Sainte Rose

4 16 7 nights min

  • 4 bedrooms
  • Sleeps 16
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $151 / night

$1060 / week

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from $151 / night

(10) Excellent 

22

Davenport Vacation villa rental

Davenport / Watersong Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
This stunning Orlando Vacation home provides spacious ensuite accommodation for up to 12 guests. Situated on the prestigious Watersong gated community, the villa looks out on beautiful conservation and lake views.The house is furnished to a very high standard an  …see more

from $155 / night

$1156 - $1723 / week

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from $155 / night

(15) 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 $94 / night

$658 - $844 / week

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from $94 / night

(8) Excellent 

19

Vacation apartment with shared pool in Gibbes

Saint Peter Parish / Gibbes

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ashanti is a new apartment in the residential area of Gibbes. It offers a clean and spacious open plan living area with 3 bedrooms all with en-suite bathrooms Ashanti is just a 5-10 minute stroll from the beautiful Gibbes beach, with the more commercial Mullens Beach wi  …see more

from $143 / night

$992 - $1191 / week

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from $143 / night

(40) Excellent 

32

Mont Tremblant ski home to rent.

Quebec / Mont Tremblant

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • 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 $168 / night

$1067 - $1612 / week

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from $168 / night

(7) Excellent 

23

Vacation villa with swimming pool in Barnes Ghaut

Nevis / Barnes Ghaut

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Changes in Lattitudes Villa is located just ten minutes' drive from the beach, beautifully perched on a dormant volcano slope. Nevis is often referred to as the Queen of the Carribees and one of the Caribbean best kept secrets. Quiet and peaceful, yet only five min  …see more

from $240 / night

$1650 - $1801 / week

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from $240 / night

(2) Excellent 

15

Kissimmee Vacation villa accommodation

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
Just as the name suggests, Emerald Island Resort is truly a tropical oasis. Nestled within a protected wetland, a unique vacation destination. Emerald Island is located minutes from Walt Disney World and the myriad other resorts and activities that bring millions to Or  …see more

from $186 / night

$1296 / week

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from $186 / night

(17) Excellent 

27

Vacation villa in Kissimmee

Kissimmee / Formosa Gardens

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Set in a third of an acre with extensively landscaped gardens and mature palm trees, this spacious (4.000 sq. ft.) luxury home has been professionally furnished and decorated to the highest of standards and enjoys many upgraded facilities including tiling throughout the  …see more

from $178 / night

$1240 - $1612 / week

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from $178 / night

(7) Excellent 

57

Penthouse rental in Orlando with golf nearby

Orlando / Vista Cay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool
Stay in Orlando's Newest Five-Star Gated Community Vista Cay, located right next door to the Orange County Convention Center right by International Drive/Universal Blvd. Universal Studios, Sea World, and Disney are all within five to ten minute drive. In addition,  …see more

from $96 / night

$665 - $806 / week

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from $96 / night

(25) 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  …see more

from $213 / night

$1488 - $1736 / week

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from $213 / night

11

Basse-Terre Island / Capesterre-Belle-Eau

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $53 / night

$297 - $488 / week

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from $53 / night

(18) 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 12 guests, with a maximum of 8 adults (guests over the age of 14, due to the bunk beds) As you enter our lovely home, you will be im  …see more

from $162 / night

$930 - $1271 / week

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from $162 / night

(13) Excellent 

20

Villa rental in Davenport with golf nearby

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Situated within the popular Solana Resort, and close to a local supermarket and restaurants this beautiful 4 bedroom three bathroom villa sleeps up to 8 people and also benefits from an extensive range of resort facilities.Set on a single level, our beautiful an  …see more

from $91 / night

$631 - $931 / week

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from $91 / night

(12) Excellent 

51

Apartment rental in Kissimmee

Central Florida / Kissimmee

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a newly renovated 1500 SF unit with an open floor plan. Well appointed modern furnishings with ceramic and porcelain flooring throughout. This is ideal for allergy sufferers. The three bedrooms contain 1 King, 1 Queen and 2 twin beds, respectively. There are two  …see more

from $85 / night

$585 / week

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from $85 / night

(13) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Luxury Villa, Peaceful Views over Lake & Conservation South facing Private Pool & Jacuzzi Spa ... ... ... ... ... GREAT REVIEWS !! NO REAR NEIGHBOURS! Just Lake and Trees, INTERNET ACCESS Games Room: Air Hockey, Pool Table, Football, Table Tennis, 42"  …see more

from $118 / night

$751 - $899 / week

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from $118 / night

(3) Excellent 

15

Vacation villa in Bavaro

Punta Cana / Bavaro

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Alex Villas» invites you to spend your unforgettable vacations at the sunny, eternally green island of Haiti, in the country of eternal sunshine - the Dominican Republic.Luxury villas are located just half an hour drive from the international airport Punta Can  …see more

from $200 / night

$1300 - $2051 / week

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from $200 / night

(2) Very Good 

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 $124 / night

$868 - $1286 / week

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from $124 / night