Cycling holiday villas and apartments Caribbean

Close

View larger map

Also consider

North America Holidays
167427 properties
Caribbean Holidays
28471 properties
Villas St. Barts
6,305 properties
Villas St. Maarten - Saint Martin
3,740 properties
Villas Barbados
3,369 properties
Villas Dominican Republic
3,247 properties
Villas Jamaica
2,511 properties
Apartments Puerto Rico
1,660 properties
Villas Guadeloupe
951 properties
US Virgin Isles
867 properties
Villas Bahamas
823 properties
Villas Aruba
602 properties
Villas St. Lucia
536 properties
Apartments Martinique
527 properties
Villas Anguilla
493 properties
Villas British Virgin Isles
487 properties
Villas Antigua and Barbuda
443 properties
Holiday rentals Turks and Caicos Islands
390 properties
Villas Curacao
348 properties
Houses Cayman Islands
231 properties
Houses Trinidad and Tobago
231 properties
Apartments Bonaire
146 properties

Caribbean

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

961 Holiday homes

Filters applied: Cycling holidays (961)

Travellers going to Caribbean are booking February dates now. Secure your holiday home today and have the perfect trip.

(1) Excellent 

6

Villa rental in Trinidad and Tobago with swimming pool

Tobago / Black Rock

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
RIDGE HOUSE VILLA SITS ON HORSE SHOE RIDGE ABOVE THE VILLAGE OF PLEASANT PROSPECT,WHICH HAS A RESTAURANT,BAR,AND SMALL SUPERMARKET. A SHORT WALK TO THE PALM TREE LINED SANDY BEACH WHERE LEATHERBACK TURTLES COME TO LAY THERE EGGS. IT ALSO HAS A BAR FOR FOOD AND DRINK,B  …see more

from £380 / night

£2660 / week

Book View

from £380 / night

(1)  

22

Holiday villa in Martinique

Martinique / Sainte Anne

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden
The Beach of Club Med is within walking distance. Salines beach is located 3 kms.Many excursions and activities are available near the villa (jet skiing, catamaran trips, tour gigs, hobby cat, scuba diving, snorkeling, glass bottom boat, offshore boat, kayak excursion&l  …see more

from £122 / night

£854 - £1199 / week

Book View

from £122 / night

26

Holiday villa with swimming pool, golf nearby in Caribbean

Nevis / Charlestown

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Sunset Ridge, a lovely modern 3 bedroom 1700 sq foot European-style villa with private infinity pool and stunning views of the golf course and Nevis peak. This luxury Nevis vacation rental has the perfect location right beside the Four Seasons resort and the  …see more

from £1263 / night

£8835 - £33589 / week

Enquire View

from £1263 / night

Featured properties

(1) Very Good 

24

Arrondissement of Le Marin / Sainte-Anne

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Swimming pool

 …see more

from £43 / night

£296 - £393 / week

Book View

from £43 / night

(1) Excellent 

22

Holiday apartment with shared pool in Caribbean

Saint Peter Parish / Mullins

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Vuemont is a relatively new residential community located on a ridge overlooking the north-western coast of Barbados. The location offers something for everyone as it is ideally situated with easy access to both the West and East coasts of the Island. The charming Speig  …see more

from £97 / night

£588 - £767 / week

Book View

from £97 / night

(1) Excellent 

33

Holiday villa with golf nearby in Caribbean

Basse-Terre Island / Deshaies

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
Have fun experiencing the wonders of Deshaies, Gadeloupe, right from this beautiful villa near Fort Royal beach, complete with a lovely garden and a terrace that boasts a sea view.  …see more

from £187 / night

£1299 - £2207 / week

Book View

from £187 / night

29

Home rental in Nord Department

Nord Department / Cap-Haitien

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Beach / lakeside relaxationNearest beach 3 minutes walkGreat for children of all agesNo pets allowedPrivate garden<br />No running water available. Rainwater and water by the nearby river.A generator is available.  …see more

from £78 / night

£384 / week

Book View

from £78 / night

(5) Very Good 

31

Caribbean holiday apartment rental

Arrondissement of Le Marin / Sainte-Luce

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
We can propose you the breakfast for 10 euro; per day and per person. Diner can waiting you in your kitchen at your arrival if you want.12 beaches close to the residence.  …see more

from £71 / night

£483 - £1026 / week

Book View

from £71 / night

17

Caribbean holiday apartment rental

Grande-Terre Island / Pointe-a-Pitre

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Merely 50 metres from one of Guadeloupe’s perfect beaches, this well-appointed apartment is the perfect tropical retreat for 4 sun-loving holidaymakers. You’re sure to make memories to last a lifetime after your stay in this holiday home. The spacious loung  …see more

from £60 / night

£364 - £682 / week

Book View

from £60 / night

(1) Excellent 

25

Holiday villa in Caribbean

Saint Peter Parish / Mullins

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Leamington Cottage, a lovely one bedroom self contained beachfront property, located near Speightstown and part of the Leamington Estate. There is a stunning reef in front of Leamington Cottage which is ideal for swimming and snorkeling and a stunning sandy b  …see more

from £400 / night

£2795 - £6210 / week

Enquire View

from £400 / night

20

Holiday hotel apartment with shared pool in Dominican Republic

Puerto Plata / Puerto Plata Town

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
The new Royal suites is modern and very nice Guest stay in the Royal suite will enjoy all resorts associated with Lifestyle holidays vacation club * the all inclusive meal plan is NOT include in rental price<br />The Royal suite is all inclusive mandatory (meals  …see more

from £110 / night

£767 / week

Book View

from £110 / night

20

Caribbean holiday apartment accommodation

Out Islands / Eleuthera

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
At Freedom View, you have the freedom to choose what you want to do and when you want to do it. You could dive in the reefs, surf, bone fish, water ski or perhaps just cruise the coast on our boat with our caretakers Foster and Vernie. or just relax on our private beach  …see more

from £142 / night

£968 / week

Book View

from £142 / night

(4) Average 

34

Holiday villa with swimming pool, golf nearby in Caribbean

La Vega Province / Jarabacoa

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This gorgeous vacation cabin is located in the high mountains of Jarabacoa. The cabin has 5,600sq ft (520m2) of living space that accommodates 12 people. The 2 story structure is made of wood, stones and masonry surrounded by a tropical setting that entails a gazebo  …see more

from £186 / night

£1113 - £2525 / week

Book View

from £186 / night

16

Gros Islet / Beausejour

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

 …see more

from £126 / night

£881 / week

Book View

from £126 / night

12

Apartment letting in Caribbean with golf nearby

Arrondissement of Le Marin / Riviere-Pilote

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
Welcome to the sunny island of Martinique and this charming apartment, featuring a large, sunlit terrace with a hammock, perfect for relaxing in the tropical sun. The flat is set in vibrant Rivière-Pilote, which comes alive on Wednesdays and Saturdays with beach  …see more

from £57 / night

£280 - £344 / week

Book View

from £57 / night

24

Holiday bungalow with swimming pool, golf nearby in Caribbean

Cap Estate / Gate Park

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to this luxury 2 Bedroom Beach Front Bungalow. This stunning property is situated directly on the glistening, white sands of Sugar Beach, literally steps away from the azure waters of the Caribbean.<br />• Board: Self Catering  …see more

from £1999 / night

£13989 - £35565 / week

Enquire View

from £1999 / night

(1) Very Good 

35

Holiday villa with swimming pool in Dominican Republic

Puerto Plata Province / Sosua

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Stunning views, a garden with tropical plants will not leave anyone indifferent.  …see more

from £65 / night

£431 - £1150 / week

Book View

from £65 / night

23

Holiday villa with swimming pool, golf nearby in Caribbean

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Welcome to The Retreat located in Shore Pointe, one of the newest and most exquisite developments and situated directly on the stunning beach at Cupecoy. This spectacular 4 bedroom ultra luxurious fully air conditioned property with private pool and Jacuzzi off  …see more

from £750 / night

£5242 - £15323 / week

Enquire View

from £750 / night

24

Holiday home with indoor pool in Barbados

Saint James Parish / Holder's Hill

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to La Maison Michelle, a brand new 7 bedroom luxury villa rental perched on Lancaster Ridge above the Platinum Coast of Barbados. The villa is uniquely designed offering distinctive features making it one of the most sought after villas on the island. The vill  …see more

from £1492 / night

£10444 - £33871 / week

Enquire View

from £1492 / night

21

Holiday villa with golf nearby in Caribbean

Antigua / Nonsuch Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
Welcome to Villa Bay View, a luxury 4 bedroom ocean front villa located in Brown's Bay. This private 3 acre bay front villa comes with its own private dock and private beach while providing an excellent base from which to enjoy Antigua.<br />• Board: Se  …see more

from £1037 / night

£7259 / week

Enquire View

from £1037 / night

(2) Excellent 

24

Villa rental in Dominican Republic with swimming pool

Las Terrenas / Las Ballenas

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Romantic caribbean villa with pool, tropical garden, 65 meters from the beach We have the perfect tropical house for you in the most beautiful area of the Dominican Republic with a 24/7 electricity fall back system which is a necessity in Las Terrenas due to regular po  …see more

from £202 / night

£1210 - £2339 / week

Book View

from £202 / night

24

Holiday villa with swimming pool in Caribbean

Virgin Gorda / Nail Bay

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Baraka Point, a luxury 5 bedroom beach front villa located in Nail Bay, Virgin Gorda in the British Virgin Islands. From the moment you enter the property you will feel you have landed in a complete private hideaway perfect for hosting large families, groups  …see more

from £3168 / night

£19355 - £53630 / week

Enquire View

from £3168 / night

6

Marie-Galante / Saint Louis

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £69 / night

£483 / week

Book View

from £69 / night

25

Holiday villa with swimming pool, golf nearby in Caribbean

Saint James Parish / Royal Westmoreland Golf Resort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Palm Grove 3 a beautifully appointed 4 bedroom Luxury Villa with large private pool in the exclusive 5 star gated golfing resort community of Westmoreland in St. James, Barbados. Tucked away within the beautiful Royal Westmoreland Estate this charming 4 bedro  …see more

from £484 / night

£3388 - £11291 / week

Enquire View

from £484 / night

(15) Very Good 

23

Arrondissement of Fort-de-France / Fort-de-France

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

 …see more

from £48 / night

£285 / week

Book View

from £48 / night

(3) Excellent 

60

Home rental in Caribbean with swimming pool

Christ Church Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Seaview Cottage is where quaint meets cozy on a bluff overlooking the beautiful azure Caribbean Sea and they’ve invited technology, Yoga and meditation to join them for a superb, relaxing holiday in Barbados away from the hustle and bustle of everyday life. The  …see more

from £569 / night

£3979 / week

Book View

from £569 / night

(14) Excellent 

10

St. Lucia holiday home rental

Castries Quarter / Marigot Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Newly built, completely private, modern, two bedroom house with private swimming pool in Marigot Bay, Saint Lucia.  …see more

from £242 / night

£2005 - £2984 / week

Enquire View

from £242 / night

22

Holiday apartment in Caribbean

Christ Church Parish / Dover

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
This is a very spacious a/c two bedroom apartment with a separate laundry area and washing machine. It is within 5-7 minutes walk of Dover Beach, shops, transport, cash machines, banks, supermarket and much more. It also has cable TV and a large balcony area.<br /&  …see more

from £72 / night

£500 - £910 / week

Book View

from £72 / night

(3) Very Good 

21

Holiday apartment with golf nearby in Caribbean

Christ Church Parish / Oistins

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Very good” Had a great time Mrs Weeks was so nice she made me feel so welcome . So i am going back in November of this year . Thank you for everything Peggy . The villa is very clean  …see more

from £60 / night

£350 - £560 / week

Book View

from £60 / night

25

Holiday villa with shared pool, golf nearby in St. Kitts and Nevis

St. Kitts / Basseterre

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Belle Mont Farm opened on December 12, 2014, and is located on Kittitian Hill, a responsible community for a sustainable future. Kittitian Hill’s 400 acres of fertile farmland is set between Mount Liamuiga and the Caribbean Sea in St. Kitts in the West Indies. The  …see more

from £323 / night

£2259 - £3670 / week

Enquire View

from £323 / night

(12) Excellent 

24

Caribbean holiday home rental

Saint Philip Parish / Bottom Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Holiday of a lifetime” This was not our first time in the Caribbean but it was definitely our best. We were a mixed group of teenage boys, early twenties girls and the oldies who paid for most of it. Barbados is a brilliant place to visit with loads  …see more

from £93 / night

£650 - £930 / week

Book View

from £93 / night

26

Townhouse rental in Aruba with shared pool

Aruba / Palm - Eagle Beach

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Modern Townhouse with 2 bedrooms, 2 and half bathrooms, fully equipped kitchen, living and dining room, balcony and terrace with a beautiful view of the gardens, AC, Free WiFi, and 1 parking space. 5 minutes away (walking distance) from the beach!  …see more

from £154 / night

£988 - £2371 / week

Book View

from £154 / night

(3) Average 

26

Holiday apartment in Caribbean

Christ Church Parish / Dover

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly
“Very clean and the landlady, Audrey was could not have been more helpful.” We stayed at Apartment 1 Balcony Rock for 6 weeks. We had a lovely time as Barbados is a beautiful island but what made it so special was the land lady because she not only wa  …see more

from £45 / night

£315 - £450 / week

Book View

from £45 / night

15

Anguilla holiday villa rental

West End Village / Merrywing Bay

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
A four bedroom villa situated in Rendezvous Bay one of the Islands premier beaches is just a 5 minute walk away or a 2 minute golf cart ride ( 8 passenger street /beach legal golf cart included) to this beautiful white sanded bay with the prettiest turquoise sea!  …see more

from £807 / night

£5646 / week

Book View

from £807 / night

22

Apartment rental in Barbados

Christ Church Parish / Dover

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Large one bedroom, air conditioned apartment, with free wifi, cable TV and within a 10 minute stroll to the beach, shops, restaurants and other facilities. Within easy walking distance of St Lawrence Gap. Bus stop outside the main building.  …see more

from £72 / night

£500 - £640 / week

Book View

from £72 / night

29

Dominican Republic holiday apartment rental

Sosua / El Batey

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Among palm trees, facing the gorgeous General Imbert Beach, you will find this magnificent development. The General Imbert Beach offers a perfect combination of privacy and entertainment, thanks to its location in front of the crystal clear waters of the ocean.<br /&  …see more

from £117 / night

£646 - £1009 / week

Book View

from £117 / night

24

Curacao / Soto

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £57 / night

£393 / week

Book View

from £57 / night

8

Barbados holiday villa rental

Saint James Parish / Porters

2 3 5 nights min

  • 2 bedrooms
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
Tranquility, luxury, panoramic sea views - these are the essence of Westbeach. Set on one of the most beautiful beaches on the West Coast, these beachfront residences were designed to offer a unique atmosphere.  …see more

from £242 / night

£1694 / week

Enquire View

from £242 / night

(2) Very Good 

25

Caribbean holiday apartment rental

Christ Church Parish / Dover

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly
“Cricketing Break” Made a fairly late decision to take attend the England Test Match in Barbados. We have visited Barbados a number of times previously and prefer the South Coast of the Island, around the Dover Beach area. Balcony Rock is situated at t  …see more

from £75 / night

£500 - £640 / week

Book View

from £75 / night

35

Home rental in U.S. Virgin Islands

St. Croix / Frederiksted

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Outdoor seating/dining for 30. Come play in the sun. Enjoy the 1st US underwater park at Buck island.  …see more

from £182 / night

£1130 / week

Book View

from £182 / night