Horse riding holiday villas and apartments Caribbean

Close

View larger map

Also consider

North America Holidays
178656 properties
Caribbean Holidays
28985 properties
Villas St. Barts
6,285 properties
Villas St. Maarten - Saint Martin
3,629 properties
Villas Barbados
3,406 properties
Villas Dominican Republic
3,172 properties
Villas Jamaica
2,456 properties
Apartments Puerto Rico
1,693 properties
Villas Guadeloupe
952 properties
US Virgin Isles
942 properties
Villas Bahamas
816 properties
Villas Aruba
611 properties
Villas St. Lucia
579 properties
Apartments Martinique
546 properties
Houses Antigua and Barbuda
504 properties
Villas British Virgin Isles
495 properties
Villas Anguilla
459 properties
Holiday rentals Turks and Caicos Islands
444 properties
Houses St. Vincent and the Grenadines
443 properties
Villas Curacao
348 properties
Villas Grenada
255 properties
Houses Trinidad and Tobago
231 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

2,750 Holiday homes

Filters applied: Horse riding (2,750)

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

20

Holiday apartment with swimming pool, golf nearby in Caribbean

Saint Peter Parish / Mullins

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
The Garden Apartment has a bright and airy open plan living/dining/kitchen room with hardwood furniture and bright modern fabrics.The master bedroom has a queen size bed with a bathroom next to it. The second bedroom has two twin beds which can be made up as a k  …see more

from £117 / night

£820 - £1722 / week

Book View

from £117 / night

(4) Excellent 

28

Holiday apartment rental

Puerto Plata Province / Cabarete

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Way better than going to a resort! Great condo, location, and town!” We spend a long weekend here because the holidays, it was me , my husband and 3 kids, 16, 9 and 6. Condo was perfect for our family - location, size, on the beach, and easy to get  …see more

from £47 / night

£328 / week

Book View

from £47 / night

(7) Very Good 

12

Basse-Terre Island / Sainte Rose

7 28 7 nights min

  • 7 bedrooms
  • Sleeps 28
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

 …see more

from £223 / night

£1556 - £3607 / week

Book View

from £223 / night

Featured properties

18

Caribbean holiday villa rental

Saint Mary Parish / Jolly Harbour

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa is situated on the south finger of Jolly Harbour. The villa is tastefully decorated and maintained to a very good standard. It is on the waters edge with views toward sleeping Indian. The villa is well equipped with Kettle Bbq, sun loungers, cooler box, washer  …see more

from £83 / night

£579 / week

Book View

from £83 / night

21

Las Terrenas / Playa Coson

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+

 …see more

from £83 / night

£568 / week

Book View

from £83 / night

(3) Very Good 

16

Basse-Terre Island / Sainte Rose

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £56 / night

£339 - £458 / week

Book View

from £56 / night

24

Holiday villa with swimming pool in Caribbean

Saint Ann Parish / Ocho Rios

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Go swimming at Bamboo Blu our private white sand beach, which is a 5 min walk from the villa, Bamboo Blu serves some of the best Lobster cuisine in St Ann and many activities for everyone. After a long day of fun in the sun, come unwind and relax in our outdoor Jacuzzi  …see more

from £284 / night

£1985 / week

Book View

from £284 / night

(1) Very Good 

22

Grande-Terre Island / Port-Louis

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

 …see more

from £56 / night

£297 - £339 / week

Book View

from £56 / night

37

Holiday villa in Anguilla

Anguilla / Little Harbour

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
RARE - HAS IT OWN SANDY BEACH ON A STUNNING NATURAL COVE BAYHAS ITS OWN SANDY BEACH FOR LAYING OUT OR PERFECT FOR SNORKELING IN THE NATURAL COVE WITH VIEWS OF ST MARTIN,  …see more

from £913 / night

£6389 - £6667 / week

Book View

from £913 / night

15

Saint-Martin / Grand Case, French St. Martin

2 6 3 nights min

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

 …see more

from £60 / night

£416 - £614 / week

Book View

from £60 / night

(8) Excellent 

12

Holiday cottage with shared pool in Caribbean

Aruba / Palm - Eagle Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Wonderful holiday!” We were in February 3 weeks at the Palm Casita. It’s a perfect location. The most beautiful beaches (Eagle Beach & Palm Beach) in Aruba are around the corner. For groceries we went to the supermarket (Superfood), that’s around the  …see more

from £91 / night

£636 - £954 / week

Book View

from £91 / night

15

Dominica holiday apartment rental

Saint Andrew Parish / Calibishie

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
The local villagers are very interesting, friendly people, waiting to give advice and information about the Village they are very proud to call home.  …see more

from £63 / night

£397 / week

Book View

from £63 / night

24

Holiday villa with swimming pool, golf nearby in Caribbean

Gros Islet / Rodney bay, Gros Islet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to the three bedroom premium villa suites at the Landings Beach Resort in St Lucia. These stunning three bedroom villas are beach front and overlook the beautiful ocean and white sandy beach at the resort.• Board: Self Catering  …see more

from £1729 / night

£12100 - £28467 / week

Enquire View

from £1729 / night

(1) Excellent 

29

Caribbean holiday apartment rental

Saint Ann Parish / Mammee Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful Jamaican two bedrooms can be rented separately . The rooms are located in the prestigious resort of Mamme Bay a secured gated community. This villa is set in 1 1/2 acres of landscaped gardens,with a variety of fruit trees also its own pool, gazebo, BBQ This  …see more

from £60 / night

£400 / week

Book View

from £60 / night

15

Holiday apartment in Barbados

Saint James Parish / Fitts

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary
Barbados west coast platinum coast celebrity budget accommodation  …see more

from £39 / night

£239 / week

Book View

from £39 / night

24

Samana Province / Las Terrenas

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £56 / night

£348 / week

Book View

from £56 / night

18

Antigua and Barbuda holiday apartment rental

Willikies / The Peninsula

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Bananaquit apartment will also sleep 2 adults and 2 children 12 and under.  …see more

from £100 / night

£700 - £770 / week

Book View

from £100 / night

16

Basse-Terre Island / Deshaies

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

 …see more

from £30 / night

£208 / week

Book View

from £30 / night

(1) Excellent 

5

Puerto Rico / Fajardo

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £79 / night

£550 / week

Book View

from £79 / night

(4) Excellent 

12

Holiday bungalow with shared pool, golf nearby in Caribbean

Saint Catherine Parish / Spanish Town

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“CANNOT WAIT TO GO BACK!!!” This house is so beautiful, a wonderful modern home. The community is nice and peaceful with excellent security and location is great for getting around as it is close to the toll road. The aircon was a well needed touch and  …see more

from £55 / night

£330 / week

Book View

from £55 / night

(20) Excellent 

65

Cayman Islands / Grand Cayman

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £254 / night

£1667 - £2889 / week

Book View

from £254 / night

24

Caribbean holiday villa rental

Saint James Parish / Holetown

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Landfall , a stunningBeach Front Luxury Villa Rental situated directly on the very exclusive Sandy Lane Beach. Sandy Lane Beach is an exquisite and hugely popular location with visitors. There is a beach bar and the beach has perfect conditions for Jet Skiing  …see more

from £2342 / night

£16389 - £33334 / week

Enquire View

from £2342 / night

26

Holiday villa with golf nearby, tennis court in Caribbean

Gros Islet / Beausejour

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
• Board: Self Catering  …see more

from £1032 / night

£7223 - £13889 / week

Enquire View

from £1032 / night

16

Arrondissement of Le Marin / Le Francois

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £76 / night

£530 / week

Book View

from £76 / night

10

Gros Islet / Cas en Bar

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £36 / night

£239 - £302 / week

Book View

from £36 / night

(9) Excellent 

42

Caribbean holiday bungalow rental

Saint Ann Parish / Runaway Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly
Contemporary stylish beach villa located along Jamaica's picturesque north coast Runaway Bay :) Villa is located in a secure upmarket gated community called Richmond. The community is quiet and safe with 24 hour security. There is also a supermarket located on the com  …see more

from £100 / night

£695 / week

Book View

from £100 / night

(4) Excellent 

35

Holiday villa rental

Puerto Plata / Playa Cofresi

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Best views of the North coast.....Cost includes all villa staff and cook....minutes to downtown Puerto Plata city and nightlife.....13 minutes walk to Cofresi beach  …see more

from £226 / night

£1575 - £20867 / week

Book View

from £226 / night

(3) Very Good 

24

Apartment accommodation in Caribbean with swimming pool

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Coral Cove, one of the newest and most exquisite developments located directly on the stunning beach at Payne's Bay. This spectacular 3 bedroom luxury beach front holiday rental with private plunge pool and wide private Terrace is located on the second f  …see more

from £437 / night

£3056 - £7500 / week

Enquire View

from £437 / night

18

Las Terrenas / Las Ballenas

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £119 / night

£315 - £552 / week

Book View

from £119 / night

(2) Very Good 

24

Holiday villa in Caribbean

Saint Ann Parish / Mammee Bay

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
The Property is quiet, very clean, and in a secure environment with 24-hour mobile security patrol.The resort town of Ocho Rios is easily accessible or just enjoy the privacy and solitude of your own space with the beach just a stroll away.  …see more

from £105 / night

£735 / week

Book View

from £105 / night

40

Arrondissement of Le Marin / Le Vauclin

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £44 / night

£301 - £390 / week

Book View

from £44 / night

(1) Average 

19

Saint-Martin / Marigot, Saint Martin

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £46 / night

£318 - £618 / week

Book View

from £46 / night

(5) Very Good 

59

Holiday studio in Caribbean

Saint Ann Parish / Ocho Rios

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
We offer additional extras such as Airport Transfer service Tour Guide service and extra Housekeeper service  …see more

from £80 / night

£560 - £896 / week

Book View

from £80 / 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.Luxury Ap  …see more

from £115 / night

£630 - £985 / week

Book View

from £115 / night

(1) Excellent 

16

Apartment rental in Caribbean with shared pool

Saint James Parish / Prospect

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Superb 3 bedroom apartment with pool. All amenities available including laundry facilities. Maid service available on request. Situated on the southern end of the Platinum Coast (or Gold Coast) at Prospect. The apartment is 100m from the beach.  …see more

from £200 / night

£1250 - £2050 / week

Book View

from £200 / night

(3) Average 

12

Guadeloupe / Saint Anne

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

 …see more

from £51 / night

£471 / week

Book View

from £51 / night

26

Holiday villa accommodation

Saint Ann Parish / Discovery Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Welcome to Fortlands Point on the Beach, one of the world's most exquisite and luxurious 7 bedroom beachfront mansions located on a private promontory with its own private beach, swimming pool extensive gardens. Set amongst stunning landscaped gardens with tropical  …see more

from £2041 / night

£14286 - £24604 / week

Enquire View

from £2041 / night

33

Las Terrenas / Las Ballenas

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £223 / night

£1548 - £2500 / week

Book View

from £223 / night

(1) Very Good 

24

Puerto Plata Province / Sosua

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £318 / night

£1905 / week

Book View

from £318 / night

20

Grande-Terre Island / Sainte-Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £169 / night

£1177 - £1429 / week

Book View

from £169 / night