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

Close

View larger map

Also consider

Estates United States
120,165 properties
Villas Caribbean
28,647 properties
Beach rentals Mexico
11,380 properties
Apartments Canada
8,972 properties

North America

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

167,625 Vacation rentals

34

Vacation cottage in Muskoka Lakes

Muskoka District / Muskoka Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Muskoka Silver Pines Cottage is a very private waterfront 4 season cottage with all the comforts of home. It is conveniently located less than 2 hours from the GTA, adjacent to Lake Joseph & south of Parry Sound on beautiful McTaggart Lake. The Muskoka cottage  …see more

from $229 / night

$1030 - $2029 / week

Book View

from $229 / night

(27) 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 $80 / night

$556 - $897 / week

Book View

from $80 / night

(30) Excellent 

10

Davenport Vacation villa rental

Davenport / The Manors South at Westridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • 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 $79 / night

$549 - $671 / week

Book View

from $79 / night

Featured properties

(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 $90 / night

$630 - $932 / week

Book View

from $90 / night

(16) Excellent 

24

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 $86 / night

$549 - $671 / week

Book View

from $86 / night

(48) Excellent 

60

Villa rental in Kissimmee

Kissimmee / Indian Ridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury executive home located at the head of a quiet cul-de-sac on Indian Ridge, 10 mins from the Disney Main Gate. The spacious, air-conditioned accommodation (2000sqft) comprises 4 bedrooms (2 doubles, 2 twin "character" rooms), 2 bathrooms (1 en-suite), 2  …see more

from $122 / night

$519 - $854 / week

Book View

from $122 / 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 $80 / night

$519 - $671 / week

Book View

from $80 / night

(18) Excellent 

56

Kissimmee Vacation villa rental

Kissimmee / Crescent Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Our Magnificently Luxurious Spacious 4 bedroom Modern Villa in Crescent Lakes Kissimmee Orlando. Our close to Disney home will make your Florida Vacation complete. There is lots of space to chill out and relax after a hard day at Disney or Universa  …see more

from $114 / night

$793 - $1098 / week

Book View

from $114 / night

(16) Excellent 

17

Vacation townhouse with swimming pool in Holetown

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
With interior spaces inspired by New York lofts,12 ft high ceilings, huge rooms, and plenty of natural light, Hillside Villas at Limegrove is a unique Caribbean environment. With over 3,400 sq feet of internal space, over three floors, with three double bedrooms and bat  …see more

from $342 / night

$2392 - $4868 / week

Book View

from $342 / night

(15) Excellent 

29

Kissimmee Vacation villa rental

Kissimmee / Seasons Resort

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 110 mi
  • Swimming pool
Wonderful, private vacation home just 10 minutes from Disney World. This property is a stylish vacation rental in the heart of Kissimmee, set on a quiet lakeside development just off the 192 highway. The fantastic games room & south-facing private pool with Jacuzzi  …see more

from $136 / night

$896 - $1295 / week

Book View

from $136 / 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

$1155 - $1722 / week

Book View

from $155 / night

10

Guest house rental in Nelson with golf nearby

Kootenay Rockies / Nelson

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Best of both worlds, super Close to town & Only 20 steps from the beach our new beach house on pristine Kootenay Lake. Our Modern beach house Is on a gorgeous private property. Yet still very near to downtown, in a quiet forested area, with use of our own private be  …see more

from $92 / night

$580 - $1159 / week

Book View

from $92 / night

(13) 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 Caloosahatche  …see more

from $140 / night

$981 - $1276 / week

Book View

from $140 / night

(23) 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 $92 / night

$641 - $732 / week

Book View

from $92 / night

(3) Very Good 

28

Vacation villa with shared pool in Kissimmee

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fabulous villa gives our guests a real home from home experience. It is furnished for relaxation with comfy furniture, carpeted floors & it's own private pool that can be heated. Overview of Villa • Private Pool with Lanai • Recently Refurbish  …see more

from $115 / night

$776 - $945 / week

Book View

from $115 / night

(4) Excellent 

39

Saint-Martin / Anse Marcel

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

 …see more

from $118 / night

$750 - $825 / week

Book View

from $118 / 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 $122 / night

$549 - $659 / week

Book View

from $122 / 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 $152 / night

$1071 / week

Book View

from $152 / night

(18) Very Good 

10

Vacation hotel apartment in Orlando

Central Florida / Orlando

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Hawthorn Suites Lake Buena Vista offers space and comfort combined with great value that make this a perfect location for families whilst visiting all that Orlando has to offer. We have two apartments at this location so don't hesitate to contact us for availabili  …see more

from $91 / night

$637 / week

Book View

from $91 / night

(1) Excellent 

24

Clinton Vacation home rental

Prince Edward Island / Clinton

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
Island Crest Chalet sits atop the rolling hillside and overlooks the picturesque Southwest River. The open-concept cathedral chalet has a 40' wall of windows and large deck that provides an eagle's eye view of the water for you to enjoy while relaxing on vacat  …see more

from $172 / night

$1198 - $1693 / week

Book View

from $172 / night

(10) Excellent 

23

Vacation apartment with shared pool, golf nearby in Holetown

Saint James Parish / Holetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
PLEASE NOTE: PRICES LISTED ARE FOR USING ONE BEDROOM -(2 PERSONS).EMAIL FOR THE COST OF USING 2 BEDROOMS. This privately owned, stunning new apartment is the largest in the complex, it can be booked with the choice of 1 or 2 bedrooms. It boasts a large spacious lounge  …see more

from $100 / night

$696 - $1328 / week

Book View

from $100 / 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 $110 / night

$726 - $1037 / week

Book View

from $110 / night

(7) 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 $142 / night

$991 - $1324 / week

Book View

from $142 / night

(15) 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 $80 / night

$549 - $793 / week

Book View

from $80 / night

(3) Very Good 

20

Vacation villa in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
A luxurious, spacious villa with private pool, situated just 10 - 15 minutes from Disney World, and convenient for Sea World, Universal Studios etc, with plenty of features and amenities to make your holiday comfortable and relaxing as well as lots of fun! I refurbished  …see more

from $100 / night

$694 / week

Book View

from $100 / night

(6) 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 $350 / night

$2451 - $2701 / week

Book View

from $350 / night

(19) Very Good 

68

Vacation villa in Kissimmee

Kissimmee / Lindfields

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxurious Detached Villa- 5 Bedrooms - 3 Baths - (Sleeps 12)Simply the best location! Just a ten-minute drive from the Disney Theme parks but set in the quiet haven of the prestigious Lindfields Estate. This luxury villa sleeps up to 12 people and is beautifully  …see more

from $122 / night

$549 - $659 / week

Book View

from $122 / night

(5) Excellent 

24

Haines City Vacation villa rental

Haines City / Calabay Parc at Tower Lake

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Magicvillaorlando is situated on the secure gated community of Calabay Parc at Tower Lake.The Villa has four bedrooms, 2 of which have a king size bed,1 of which as a double size bed, 1 of which as 2 single beds.All four bedrooms have en suite bathrooms.The villa as a l  …see more

from $88 / night

$610 - $976 / week

Book View

from $88 / night

(23) 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  …see more

from $81 / night

$564 - $615 / week

Book View

from $81 / 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 $116 / night

$739 - $885 / week

Book View

from $116 / night

(20) Excellent 

24

Vacation hotel apartment with shared pool in Marigot Bay

Castries Quarter / Marigot Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Our 2 bedroom, 2 bathroom luxury apartment comes with spectacular views across the resort, marina, bay and tropical hillside. It has a fully equipped kitchen, lounge and utility room with all the conveniences you would expect from a modern apartment; floor to ceiling wi  …see more

from $244 / night

$1708 - $2928 / week

Book View

from $244 / night

(13) Very Good 

22

Vacation villa with swimming pool in Davenport

Davenport / Tivoli Manor

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
ONE DREAM COUNTLESS MEMORIES. Our villa has 4 bedrooms (2 masters both with Queen sized beds and en suite shower rooms, and 2 further bedrooms each with twin beds and sharing a family bathroom) so sleeps 8 comfortable. FREE HIGH SPEED INTERNET ACCESS UP TO 75Mbps WITH W  …see more

from $80 / night

$519 - $610 / week

Book View

from $80 / night

(42) Excellent 

47

Orlando Vacation villa rental

Orlando / Orange Tree

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 127 mi
  • Swimming pool
  • Child friendly
5 bedroom and 4 bathrooms makes Heron Villa an ideal choice for a large family,two families or smaller parties wishing to enjoy the space. With over 2000sq ft of luxurious,air conditioned comfort it gives everyone the space to enjoy their holiday. Please view our perso  …see more

from $108 / night

$756 - $909 / week

Book View

from $108 / night

(6) Very Good 

24

Vacation cottage with golf nearby in New Seabury

Cape Cod / New Seabury

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Lovely open-plan home furnished in comfortable, casual style. Fully-equipped kitchen with counter seating, dining area and sitting area with TV, flow into second step-down sitting area which opens with sliding glass doors onto deck and back yard. Master bedroom (with  …see more

from $151 / night

$996 - $2595 / week

Book View

from $151 / night

10

Saguenay–Lac-Saint-Jean Region / Petit-Saguenay

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $78 / night

$540 / week

Book View

from $78 / night

(2) Very Good 

13

Cottage rental in Shediac

New Brunswick / Shediac

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 7 mi
  • Child friendly
Large Clean Cottage, waterview of the Scoudouc River. Deeded water access. Large recreational park in front of cottage with basketball, badminton, volleyball, horseshoe pits, swings, open field. Close to everything in Shediac. Very private, on private lane, treed en  …see more

from $77 / night

$458 - $649 / week

Book View

from $77 / night

(15) Excellent 

15

Vacation villa with swimming pool in Holetown

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.7 mi
  • Swimming pool
Beija Flor villa is a beautiful 3 bedroom luxury house with private pool and covered terrace for alfresco dining. It is situated on the outskirts of Holetown, in the popular parish of St. James. It is 10 minutes walk to Heron Bay beach with white sand surrounded by the  …see more

from $243 / night

$1751 - $2451 / week

Book View

from $243 / night

(6) 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

$666 - $805 / week

Inquire View

from $96 / night

(17) Excellent 

22

Vacation villa with golf nearby in Rotonda West

Rotonda West / Broadmoor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
This privately own Villa is rented directly from its U.K. owners with no agents or commissions.It is maintained in lovely condition by the owners and their local professional management company who are always available should you need help or advice.This  …see more

from $81 / night

$562 - $610 / week

Book View

from $81 / night

(5) 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 $349 / night

$2440 - $4880 / week

Book View

from $349 / night