Villas in Caribbean and Estates - Holiday Lettings - Holiday Rentals Caribbean

Close

View larger map

Also consider

North America Holidays
167796 properties
Caribbean Holidays
24501 properties
Villas Dominican Republic
3,452 properties
Villas St. Barts
3,363 properties
Villas Barbados
2,564 properties
Villas Jamaica
2,536 properties
Villas St. Maarten - Saint Martin
2,480 properties
Apartments Puerto Rico
1,893 properties
Villas Guadeloupe
1,024 properties
Villas Bahamas
874 properties
US Virgin Isles
766 properties
Villas Aruba
567 properties
Villas St. Lucia
562 properties
Villas Antigua and Barbuda
540 properties
Apartments Martinique
537 properties
Villas St. Vincent and the Grenadines
440 properties
Holiday rentals Turks and Caicos Islands
409 properties
Villas Anguilla
394 properties
Villas Curacao
369 properties
Villas British Virgin Isles
338 properties
Houses Trinidad and Tobago
262 properties
Villas Grenada
259 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

22,753 Holiday homes

(11) Excellent 

21

Antigua and Barbuda holiday villa rental

Saint Phillip Parish / Long Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“A fantastic holiday destination, where nothing more can be asked for” Brightside is an amazing place to stay on holiday - clean, spacious, wonderful views and perfect for a relaxing time away. I stayed out there with some friends and we had an excelle
…see more

from £454 / night

£3175 - £5000 / week

Book View

from £454 / night

(10) Excellent 

29

Villa rental in Caribbean 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

from £120 / night

£600 - £1500 / week

Book View

from £120 / night

(20) Very Good 

Certificate of Excellence

18

Holiday bungalow with shared pool in Caribbean

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Can't find anything to fault” This is a lovely bungalow set within mango and starfruit trees. It is well equipped and the pool is within the grounds. The owners, Christine and Jean-Marc are friendly and helpful without being intrusive. When the a
…see more

Certificate of Excellence

from £36 / night

£248 - £403 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £36 / night

(41) Excellent 

15

Holiday villa with swimming pool in Barbados

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool
“Lovely family holiday villa” We stayed at Beija Flor for 10 nights in April 2017. We had a lovely holiday. The villa did not disappoint. The kitchen is well equipped. The pool is a reasonable size and in full sun all day - there is a light, welcoming
…see more

from £205 / night

£1435 - £2688 / week

Book View

from £205 / night

(9) Very Good 

27

Holiday condo in Caribbean

Saint James Parish / Sunset Crest

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £35 / night

£240 - £325 / week

Book View

from £35 / night

(10) Excellent 

20

Holiday villa with shared pool in Guadeloupe

Guadeloupe / Saint Anne

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £276 / night

£1930 - £5185 / week

Book View

from £276 / night

(13) Excellent 

24

Holiday apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £82 / night

£570 - £805 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £82 / night

(3) Very Good 

20

St. Maarten-St. Martin holiday villa rental

Sint Maarten / Oyster Pond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £173 / night

£1208 - £2447 / week

Book View

Responds fast!
avg. 2 hours 29 minutes

from £173 / night

(1) Excellent 

14

Holiday apartment in Caribbean

San Pedro de Macoris Province / San Pedro de Macoris

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from £42 / night

£256 / week

Book View

from £42 / night

(1) Excellent 

21

Holiday apartment in Caribbean

Saint James Parish / Lower Carlton

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £48 / night

£318 / week

Book View

from £48 / night

(10) Excellent 

23

Holiday apartment with shared pool, golf nearby in Caribbean

Saint James Parish / Holetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £82 / night

£570 - £1133 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £82 / night

(20) Excellent 

33

Home rental in Caribbean with swimming pool

Saint Peter Parish / Maynards

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Lovely Villa, great location” Our party of family and friends had a lovely time at Palm Villa. The facilities are excellent, it was plenty big enough for all ten of us and Beverley was helpful and went out of her way to make our stay comfortable. We
…see more

from £125 / night

£875 - £2555 / week

Book View

from £125 / night

(8) Excellent 

13

Holiday apartment rental

Christ Church Parish / Hastings

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
“Paradise-Perfect” What can i say....we stayed in lower swanage for 14 nights and it was everything we expected and wanted.Promtly greeted at the airport by Rodney our taxi driver,organised by Tina the property manager, taken straight to the appartment
…see more

from £112 / night

£778 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £112 / night

(12) Very Good 

23

Holiday villa accommodation

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Beautiful Villa with that personal touch from the cleaner” Prior to arrival the owner was very helpful with car hiring and attention to detail as we needed a divider in one of the rooms as we had brother and sister teenagers of different sexes sharing
…see more

from £103 / night

£720 - £850 / week

Book View

from £103 / night

(24) Excellent 

17

Holiday townhouse with swimming pool in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“If you really want to feel at home on holiday, look no further.” After a fantastic stay last year we returned here for 2 weeks in April/May (this time 5 of us). Yet again despite its size and very modern feel we immediately felt at home – definitely a
…see more

from £280 / night

£1960 - £3990 / week

Book View

Responds fast!
avg. 3 hours 35 minutes

from £280 / night

(14) Very Good 

23

Holiday villa with swimming pool, golf nearby in St. Lucia

Cap Estate / Rodney Bay Heights

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £115 / night

£790 - £1725 / week

Book View

from £115 / night

(13) Excellent 

24

Caribbean 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

from £550 / night

£3850 / week

Book View

from £550 / night

(48) Excellent 

23

Villa rental in St. Lucia with swimming pool, golf nearby

Castries / La Toc

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“It was a magical experience and we were reluctant to return home” We had a wonderful five night stay at this impressive newly built villa in a stunning location overlooking the Caribbean Sea, with the sandy beach of La Toc a short stroll away. The
…see more

from £235 / night

£1641 - £3719 / week

Book View

from £235 / night

(19) Excellent 

Certificate of Excellence

16

Studio rental in Martinique with shared pool

Arrondissement of Le Marin / Sainte-Luce

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Certificate of Excellence

from £54 / night

£310 - £354 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £54 / night

(6) Excellent 

18

Condo letting in Caribbean with shared pool, golf nearby

Tobago / Lowlands

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £143 / night

£1000 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from £143 / night

(5) Very Good 

37

Villa rental in Antigua and Barbuda with shared pool, golf nearby

Saint Mary Parish / Jolly Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“NICE AND QUIET PLACE” We stayed almost two months in the villa and really appreciate it. The villa is very clean and updated. We specially appreciated having all our meals outside looking at the very nice view. The extended deck is fantastic and th
…see more

from £106 / night

£739 / week

Book View

from £106 / night

(4) Excellent 

22

Holiday apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £89 / night

£622 - £805 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £89 / night

(11) Very Good 

10

Caribbean holiday bungalow rental

Guadeloupe / Saint Anne

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £102 / night

£713 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £102 / night

(2) Average 

15

Guadeloupe holiday apartment rental

Grande-Terre Island / Sainte-Anne

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £40 / night

£239 - £328 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £40 / night

(2) Excellent 

24

Holiday home in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £250 / night

£1700 - £1910 / week

Book View

from £250 / night

8

Holiday apartment with shared pool in Caribbean

Saint-Martin / Marigot

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £80 / night

£496 - £753 / week

Book View

Responds fast!
avg. 2 hours 4 minutes

from £80 / night

(3) Average 

4

Caribbean holiday gite rental

Basse-Terre Island / Trois Rivieres

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £48 / night

£301 - £337 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from £48 / night

(16) Excellent 

19

Apartment rental in Caribbean

Castries Quarter / Marigot Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Relaxation guaranteed and amazing location.” My husband and I enjoyed a wonderful, relaxing vacation in early September when the weather was perfect but everything was quiet - just how we like it. The apartment is in the most amazing location with i
…see more

from £99 / night

£615 - £1425 / week

Enquire View

from £99 / night

(2) Very Good 

15

Holiday apartment in Caribbean

Saint James Parish / Weston

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £100 / night

£700 - £1037 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £100 / night

(1) Excellent 

24

Holiday villa with swimming pool, golf nearby in Caribbean

Nevis / Charlestown

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Amazing stay in Nevis” My fiancé and I spent 5 nights at this villa in early December. They offered us a free night when we booked 4 nights which was a huge saving. Utopia is a very modern and peaceful villa and boasts a wonderful infinity pool. Hou
…see more

from £543 / night

£3801 - £4310 / week

Enquire View

from £543 / night

(6) Very Good 

16

Holiday apartment in Martinique

Arrondissement of Le Marin / Riviere-Salee

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £31 / night

£217 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from £31 / night

(26) Excellent 

24

Holiday villa with swimming pool in Antigua and Barbuda

Willikies / The Peninsula

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“A fantastic place just what we needed” We stayed here as a couple in June 2016. This is the off season on the Island and it is very quiet and a lot of the restaurants are closed, but this is exactly what we needed as you get to experience the island w
…see more

from £171 / night

£1200 - £2600 / week

Enquire View

from £171 / night

(9) Excellent 

25

Villa rental in Antigua and Barbuda with shared pool, golf nearby

Saint Mary Parish / Jolly Harbour

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Tropical home from home” We were delayed at the airport sorting out a car rental and so were late arriving at our villa but we're greeted with a warm Antiguan welcome. have stayed at Jolly Harbour twice before this, so was already knowledgable of the
…see more

from £112 / night

£778 / week

Book View

from £112 / night

(2) Excellent 

10

Holiday apartment with shared pool in Barbados

Christ Church Parish / Maxwell

2 5 4 nights min

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

from £78 / night

£550 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

from £78 / night

(22) Excellent 

24

Holiday hotel apartment with shared pool in St. Lucia

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

15

Apartment rental in Caribbean with shared pool

Arrondissement of Le Marin / Sainte-Luce

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £49 / night

£341 - £354 / week

Book View

Responds fast!
avg. 3 hours 30 minutes

from £49 / night

31

Holiday villa in Jamaica

Saint James Parish / Montego Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Private garden

from £250 / night

£1700 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £250 / night

12

Guadeloupe holiday apartment rental

Grande-Terre Island / Sainte-Anne

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £40 / night

£310 - £399 / week

Book View

Responds fast!
avg. 2 hours 30 minutes

from £40 / night

(6) Very Good 

21

Villa rental in Westmoreland Parish with shared pool

Negril / Negril Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £52 / night

£318 - £401 / week

Book View

from £52 / night

(1) Excellent 

23

Holiday studio in Guadeloupe

Basse-Terre Island / Deshaies

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £58 / night

£343 - £464 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

from £58 / night

Top Destination reviews

Beautiful Waterfront Apt with Free Access to Private Beach Club Across Street
Beautiful place - couldn't ask for any better

Central location, beautiful apartment and excellent views. The flat was very clean, quiet, secure and private. I enjoyed watching the cruise ships docking across the bay and also enjoyed using the beach at the nearby Sea Wind on the Bay (5 mins walk … see more
Garden Villa Ocho Rios St.Ann
Saying good bye is never easy

Our stay at Gradens Villa was wonderfull to say the least. Mr Barns was very accommodating as well as the house keeper that took care of all our needs. I love this place so much that we are booked for the first week of August. Clarke's family.. … see more
Beautiful PH with Stunning Views of the Sea
The best place to stay in Fajardo

This is a two-story penthouse apartment. It is located in a gated community, and we felt very safe during our entire stay. It has assigned parking spaces and is accessible by stairs and elevator. The first floor comprises three bedrooms, two bathr … see more
ESJ Towers two bedroom #1268 best price by owner.
Great Experience

The unit was excellent. Just like was promised. Will be back. This is the place to rent. Unit very clean, great view. The only thing wrong is we did not have longer to stay. A week was way to short in this unit. … see more
Turtle View
A fantastic place just what we needed

We stayed here as a couple in June 2016. This is the off season on the Island and it is very quiet and a lot of the restaurants are closed, but this is exactly what we needed as you get to experience the island with great weather, friendly locals and … see more
Beautiful 3bd, 2bth, at Rio grande Beach!
Palmer Apartment, Amazing Stay

Everything about this apartment is great: from location to amenities, everything was perfect. The apartment was extremely clean and deceivingly bigger than expected. The apartment is cozy but has ample space to comfortably accommodate the five p … see more
1