Cycling holiday villas and apartments North America | Holiday Lettings

Close

View larger map

Also consider

North America Holidays
161930 properties
Houses United States
118,028 properties
Villas Caribbean
24,938 properties
Villas Mexico
11,067 properties
Houses Canada
9,125 properties
Saint-Pierre and Miquelon
5 properties

North America

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

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

10,068 Holiday homes

Filters applied: Cycling holidays

(11) Excellent 

26

Orlando holiday villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A hidden gem!” My family and I booked this home for a week's vacation, to really get away and relax from it all. What a fantastic home this is, we've stayed in hotels and condo's before but this is something else and as the title alludes to its 'a hid  …see more

from £145 / night

£1015 - £1750 / week

Book View

from £145 / night

(10) Excellent 

22

Davenport holiday villa rental

Davenport / Watersong Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
A spacious 6 bedroom,Mediterranean style villa with games room, pool and spa and extended deck. Conservation and lake views on the prestigious Watersong Resort. All bedrooms are en-suite with cable TV. 2 king size, 2 double and 2 twin bedrooms. Mains gas BBQ.<br />  …see more

from £124 / night

£924 - £1378 / week

Book View

from £124 / night

(43) Excellent 

39

Kissimmee holiday villa rental

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent well equipped villa-very spacious and extremely clean” Well situated for all Disney Parks close to supermarket and several restaurants. We were a party of 7 with 2 children who adored the pool and jacuzzi. We felt the villa was exceptionally  …see more

from £100 / night

£595 - £895 / week

Book View

from £100 / night

Featured properties

(19) Excellent 

16

Holiday home rental

Lake County / Clermont

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 92 km
  • Swimming pool
  • Child friendly
“Beautiful relaxing, comfortable place to stay” We had a great vacation at House 99. House was spacious, comfortable and clean. It exceeded our expectations! The yard was fenced down to marsh enabling our 2 airedale dogs run free with supervision! La  …see more

from £113 / night

£710 - £839 / week

Book View

from £113 / 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 km
  • Swimming pool
“Best option in Tremblant” The property is by far the best in the area. It is perfectly appointed and the photographs are completely accurate. 8 to 10 people fit perfectly. My family and I had a lovely Christmas and New Year's holiday at Tremblant and  …see more

from £135 / night

£860 - £1300 / week

Book View

from £135 / night

(2) Excellent 

15

Kissimmee holiday villa accommodation

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
Minutes from Disney, emerald island resort, 4 bed, not overlooked, private heated pool & spa, 3 bath, games area, free broadband, resort facilities.  …see more

from £150 / night

£1045 / week

Book View

from £150 / night

(1) Excellent 

20

Boynton Beach holiday villa rental

Florida / Boynton Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
CABLE TV and HIGH SPEED Internet  …see more

from £162 / night

£968 - £1130 / week

Book View

from £162 / 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 km
  • Swimming pool
LUXURY LAKESIDE VILLA *Great reviews* Private floodlit pool & jacuzzi. Easy drive to parks. Just 10 mins Disney. Child friendly, teenage chillout room, wifi, superb view. No rear neighbours - just lake trees......and Peace!<br />Sunny South Facing Pool with sh  …see more

from £95 / night

£605 - £725 / week

Book View

from £95 / night

(14) Very Good 

68

Holiday home rental

Vancouver / North Vancouver

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“fabulous location so close to the city, difficult to imagine a more perfect spot” This property is perched on a steep hillside in Deep Cove overlooking the inlet of Indian Arm and the mountains beyond. It is difficult to imagine a more perfect spot wh  …see more

from £32 / night

£1115 - £2187 / week

Book View

from £32 / night

24

Holiday home in Pinehurst

Sequoia and Kings Canyon National Park / Pinehurst

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Nearest beach 35 km
  • Child friendly
Merrynook cabin has two bedrooms, one bath. And a tiny bedroom for fun. It's got a full kitchen, cozy living room, laundry, gas BBQ. And gardens: a lovely sitting area on the patio, and a kitchen garden on the deck. It's only 20 minutes to Sequoia Kings Canyon  …see more

from £132 / night

£812 - £1344 / week

Book View

from £132 / night

(19) Excellent 

65

Apartment rental in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“well appointed apartment” The apartment is the best equipped I have stayed in. Comfortable and spacious it offers an excellent base to explore Boston. Being based in Charlestown offers the opportunity to explore a fascinating local area and the centre  …see more

from £121 / night

£686 - £1287 / week

Book View

from £121 / night

25

Holiday home rental

Marin County / Marshall

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
What makes the property, Enchanted Bay, unique: * Breathtaking oceanfront panoramic views from every room * Proximity to oysters, cheese and kayaking * Unique combination of luxury and rustic charm * Boutique home furnished with a tasteful aesthete * Two floors of space  …see more

from £238 / night

£1666 - £3359 / week

Book View

from £238 / night

(29) Excellent 

90

Villa rental in Kissimmee with swimming pool

Kissimmee / Eagle Pointe

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A beautiful home in the sun.” We stayed in this lovely villa for two weeks and we honestly could not fault it. The location is very good with easy access to Disney plus the i4 and the 192. There is a Walmart under 2 miles away and a number of great re  …see more

from £65 / night

£455 - £553 / week

Book View

from £65 / night

17

Holiday bungalow rental

Salt Spring Island / Fulford Harbour

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Air conditioning
marywhey beachfront is right on Weston lake (the google map doesn't show the exact location). Weston Lake is a stocked (trout), fly fishing only, clothing optional, fresh water, super clean fresh water lake. There’s a pedal boat and a row boat to use, a lot  …see more

from £147 / night

£976 - £1220 / week

Book View

from £147 / night

(5) Excellent 

27

Cottage rental in Huntsville

Muskoka District / Huntsville

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Child friendly
In search of privacy, stunning views, beautiful natural waterfront and outstanding accommodation? This impressive architect owned and designed cottage delivers. Watch heron fly into the wetlands or otter swim by. Relax ... you have found "Serenity".  …see more

from £482 / night

£4572 - £6279 / week

Book View

from £482 / night

(10) Very Good 

21

Holiday apartment with shared pool in Miami Beach

Florida / Miami Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
WIFI,CABLE,DVD,,TV,AIR CONDITIONED ALL INCLUDED QUITE WITH A REAL GOOD BED TO REST......  …see more

from £56 / night

£551 - £636 / week

Book View

from £56 / night

(7) Excellent 

23

Holiday 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 km
  • Swimming pool
“Large spacious house with beautiful scenery” The house for just beautiful, great scenery and what a view! The staff was wonderful. The road is horrible and it is getting worse everyone says. Pretty dangerous in some spots. It takes 15 minutes to get t  …see more

from £194 / night

£1331 - £1452 / week

Book View

from £194 / night

(13) Excellent 

25

Holiday 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 km
  • Swimming pool
The Florida Villa Belloccia (Italian:'natural beauty') appeals people who want to enjoy a luxury and modern designed home during their vacation.The exposed location at one of the few oversized water channels of Cape Coral has direct boat access to the Gulf of  …see more

from £121 / night

£847 - £1049 / week

Book View

from £121 / night

(9) Excellent 

29

Villa rental in Las Galeras with swimming pool

Samana Province / Las Galeras

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Gorgeous caribbean vacation villa comfortably accommodates 8 (2 king and 2 queen beds). Ocean views from every room. Large kitchen. Pool. WiFi. Security 24/7 and maid (5h/day) BBQ. Library. Serenity. Five min. to El Frances Beach, 15 min. to Rincon and La Playita Beach.  …see more

from £121 / night

£613 - £1533 / week

Book View

from £121 / night

(11) Excellent 

24

Holetown holiday villa rental

Saint James Parish / Holetown

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
BRUADAIR is located in the parish of St James which is on the exclusive platinum west coast of Barbados! . It has taken a lot of vision and resource to complete this wonderful villa, built within beautiful tropical surroundings on old plantation land (Lascelles)  …see more

from £550 / night

£3850 / week

Book View

from £550 / night

(34) Excellent 

31

Home letting in Davenport with shared pool, golf nearby

Davenport / Highlands Reserve Golf Course

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
“Outstanding property, warm friendly support” We booked this property well in advance for a trip of a lifetime, so we carefully read all the excellent reviews and can heartily confirm that it has lived up to every expectation. The decor is luxurious a  …see more

from £142 / night

£888 - £1009 / week

Book View

from £142 / night

(10) Excellent 

17

Holiday cottage rental

Sequoia and Kings Canyon National Park / Pinehurst

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Nearest beach 32 km
  • Child friendly
Fivespot is a cozy mountain retreat, a 15-minute drive to giant sequoia groves and Kings Canyon National Park. Walk from the cabin to the Pinehurst Lodge (pool table, jukebox, great burgers) and a tiny swimming hole with a waterfall and Native American grinding holes).  …see more

from £116 / night

£728 - £1176 / week

Book View

from £116 / night

17

Quebec / Saint Sauveur des Monts

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Swimming pool
  • Ski
  • Child friendly

 …see more

from £25 / night

£171 / week

Book View

from £25 / night

(20) Excellent 

24

Holiday 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 km
  • Swimming pool
“Brilliant Apartment in Marigot” The moment we arrived in St Lucia it was an incredible adventure. We rented a Jeep at the airport and drove to Marigot Bay. Coming from the US, driving was a thrill from the very beginning. The people of St Lucia are  …see more

from £200 / night

£1400 - £2400 / week

Book View

from £200 / night

(8) Very Good 

24

Villa rental in Kissimmee with golf nearby

Kissimmee / Oak Island Cove

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
Positioned on Oak Island Cove next to Formosa Gardens, this is one of the most exclusive vacation sub rental divisions in Central Florida. Every amenity is close at hand for a wonderful vacation. No other location boasts a 5 minute journey to Disney World, Orlando. The  …see more

from £133 / night

£925 - £1195 / week

Book View

from £133 / night

22

Holiday cottage accommodation

Norfolk County / Turkey Point

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
This cute cottage by the lake is a sweet relaxing spot to get away from city life and the weekly grind of work. Turkey Point is a quick drive from Brampton, Burlington, and only 2 hours out of Toronto on Lake Erie it's a great place to kick back read a book, tan  …see more

from £122 / night

£458 - £671 / week

Book View

from £122 / night

(2) Excellent 

13

Basse-Terre Island / Deshaies

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £60 / night

£382 - £1475 / week

Book View

from £60 / night

(15) Very Good 

84

Orlando holiday villa accommodation

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Could not have been better” We stayed for 2 weeks with our 2 children and the in-laws. It was utterly splendid. I owned a villa for 4 years just down the road from here, and have stayed in many others. This was the best by a mile. It even topped mi  …see more

from £65 / night

£455 - £895 / week

Book View

from £65 / night

(30) Excellent 

23

Holiday 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
“***AWSOME VILLA*** fabulous holiday!” We stayed in this villa for 2 weeks in September and had a fantastic time, we were a family of 8 and everyone of us thoroughly enjoyed every minute. Can't fault anything about this property... It was big enough fo  …see more

from £100 / night

£600 - £700 / week

Book View

from £100 / night

(15) Very Good 

17

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great House, Perfect Location!” House was in great shape. Had everything needed. Pool was perfect. Near everything needed. Shopping, minutes from the theme parks. Payment plan was perfect for people on a budget. Owner very responsive. We hope to rent  …see more

from £60 / night

£360 - £550 / week

Book View

from £60 / night

(6) Very Good 

24

Holiday 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 km
  • Child friendly
“Perfect vacation” We enjoyed our vacation in this holiday home very much. We found everything we needed and it was perfect. Our little son (1,5 years old) loved the garden and the nice beaches in the surrounding area. The supermarket and the restauran  …see more

from £117 / night

£803 - £2174 / week

Book View

from £117 / night

(9) Excellent 

26

Holiday villa in Arnos Vale

St. Vincent / Arnos Vale

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“The Place to be” Ecobay Guesthouse is really a Magical Luxurious villa. We did not miss anything. We really enjoyed our vacation here. The owners are really kindly. We can only agree with the previous reviews and recommend the apartment anyway. It was  …see more

from £130 / night

£904 - £2033 / week

Book View

from £130 / night

(5) Excellent 

14

Holiday home rental

New York / New York City

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
It is a 5 block walk to New York City's mass transit system. The train to downtown Manhattan is an approximately 45 min ride. Beautiful views of the Manhattan skyline and breathtaking sunsets. 5 - 10 mins to Rockaway Beach.<br />There is a float with access t  …see more

from £142 / night

£968 - £1597 / week

Book View

from £142 / night

11

Kensington holiday b&b rental

Prince Edward Island / Kensington

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
Montgomery Inn at ingleside is the home to the setting for Lucy Maud Montgomery's Ingleside series of books. This newly renovated,150 year old home, features 5 bedrooms with private bathrooms and 2 rooms with a shared bath and is a Tourism PEI & Canada Select  …see more

from £61 / night

£3659 / week

Book View

from £61 / night

(7) Excellent 

21

Bradenton holiday villa rental

Southwest Gulf Coast / Bradenton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“A wonderful holiday in a top class villa in a tranquil, beautiful setting.” Thank you Robin for letting us 4 "girls" have the use of your wonderful villa for 10 days. This is our third time in Florida and this villa is probably the overall best yet as  …see more

from £115 / night

£799 / week

Book View

from £115 / night

18

Basse-Terre Island / Baie-Mahault

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £34 / night

£238 - £382 / week

Book View

from £34 / night

(3) Very Good 

24

Tulum holiday home rental

Riviera Maya / Tulum

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
Maria and Raymond have this wonderful new home available for your vacation enjoyment. it is a new 3 bedroom home with plenty of space and a beautiful splash pool. The sleeping is one king bed in the master and queen beds in the other bedrooms. It is located in Laveleta  …see more

from £80 / night

£726 / week

Book View

from £80 / night

12

Arrondissement of Fort-de-France / Schoelcher

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £56 / night

£386 / week

Book View

from £56 / night

(12) Very Good 

36

Saint Francois / Anse des Rochers

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

 …see more

from £47 / night

£306 - £390 / week

Book View

from £47 / night

(5) Very Good 

21

Holiday villa with golf nearby in Orlando

Central Florida / Orlando

3 12 6 nights min

  • 3 bedrooms
  • Sleeps 12
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great vacation” This is a resort in Orlando, close to Universal Studios, Sea World, and Disney World. The apartments make you feel at home and have all the comfort you expect at your own place. There are many sports available if you want to stay at th  …see more

from £186 / night

£1214 - £1468 / week

Book View

from £186 / night