Walking holiday villas and apartments Caribbean

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1,878 Holiday homes

Filters applied: Walking holidays (1,878)

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

(2) Excellent 

1 / 41

Holiday villa with shared pool in Bavaro

Punta Cana / Bavaro

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

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from £100 / night

£1035 - £4483 / week

Book

from £100 / night

(2) Very Good 

1 / 41

Malmok Beach holiday villa rental

Aruba / Malmok Beach

3 6 3 nights min stay

Villa / 3 bedrooms / sleeps 6 / 3 nights min stay

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from £411 / night

£2398 / week

Book

from £411 / night

1 / 23

Palm Beach Town holiday condo rental

Eagle Beach / Palm Beach Town

2 8 7 nights min stay

Condo / 2 bedrooms / sleeps 8 / 7 nights min stay

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from £242 / night

£1690 / week

Book

from £242 / night

Featured properties

(3) Excellent 

1 / 38

Holiday villa rental

Aruba / Noord

3 8 3 nights min stay

Villa / 3 bedrooms / sleeps 8 / 3 nights min stay

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from £110 / night

£744 - £1175 / week

Book

from £110 / night

(3) Very Good 

1 / 41

Holiday villa with swimming pool in Soto

Curacao / Soto

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

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from £182 / night

£1273 - £3447 / week

Book

from £182 / night

(9) Excellent 

1 / 20

St. George's holiday villa rental

Saint George Parish / St. George's

5 9 1 night min stay

Villa / 5 bedrooms / sleeps 9 / 1 night min stay

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from £343 / night

£1713 / week

Book

from £343 / night

1 / 23

Villa letting in Fajardo with shared pool

Puerto Rico / Fajardo

3 10 Min stay varies

Villa / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £287 / night

£1897 - £2414 / week

Book

from £287 / night

1 / 27

Holiday villa rental

Las Terrenas / Las Ballenas

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

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from £480 / night

£2877 - £8562 / week

Book

from £480 / night

(4) Excellent 

1 / 50

Holiday apartment with shared pool in Seven Mile Beach

Grand Cayman / Seven Mile Beach

2 6 3 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 3 nights min stay

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from £93 / night

£648 - £2206 / week

Book

from £93 / night

(3) Excellent 

1 / 34

Holiday villa with shared pool in Bavaro

Punta Cana / Bavaro

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £38 / night

£309 - £2055 / week

Book

from £38 / night

(3) Excellent 

1 / 29

Holiday apartment rental

Punta Cana / Bavaro

2 4 2 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 2 nights min stay

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from £240 / night

£1301 / week

Book

from £240 / night

(9) Good 

1 / 10

Holiday villa with shared pool, golf nearby in Montego Bay

Saint James Parish / Montego Bay

11 24 1 night min stay

Villa / 11 bedrooms / sleeps 24 / 1 night min stay

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from £103 / night

£720 - £16542 / week

Book

from £103 / night

(2) Excellent 

1 / 63

Apartment rental in Bavaro with shared pool, golf nearby

Punta Cana / Bavaro

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £206 / night

£1370 - £1781 / week

Book

from £206 / night

1 / 18

Villa rental in Eagle Beach with swimming pool, golf nearby

Aruba / Eagle Beach

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £247 / night

£1725 / week

Book

from £247 / night

1 / 72

Holiday villa with swimming pool in Punta Cana

La Altagracia Province / Punta Cana

6 13 Min stay varies

Villa / 6 bedrooms / sleeps 13 / Min stay varies

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from £242 / night

£1725 - £8449 / week

Book

from £242 / night

(2) Excellent 

1 / 24

Holiday apartment with swimming pool, golf nearby in Bavaro Beach

Punta Cana / Bavaro Beach

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £198 / night

£1192 - £1295 / week

Book

from £198 / night

(14) Very Good 

1 / 25

Holiday villa in Cap Estate Town

Cap Estate / Cap Estate Town

8 18 1 night min stay

Villa / 8 bedrooms / sleeps 18 / 1 night min stay

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from £192 / night

£1343 - £12083 / week

Book

from £192 / night

(4) Excellent 

1 / 28

Holiday villa rental

Gros Islet Quarter / Gros Islet

6 3 3 nights min stay

Villa / 6 bedrooms / sleeps 3 / 3 nights min stay

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from £172 / night

£1199 / week

Book

from £172 / night

(4) Excellent 

1 / 34

Road Town holiday villa rental

Tortola / Road Town

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

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from £172 / night

£1028 - £2038 / week

Book

from £172 / night

(1) Excellent 

1 / 16

Holiday townhouse in Eagle Beach

Aruba / Eagle Beach

3 8 4 nights min stay

Townhouse / 3 bedrooms / sleeps 8 / 4 nights min stay

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from £274 / night

£1918 - £1990 / week

Book

from £274 / night

1 / 10

Holiday hotel apartment in Bavaro

Punta Cana / Bavaro

4 8 1 night min stay

Hotel apartment / 4 bedrooms / sleeps 8 / 1 night min stay

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from £463 / night

£2497 - £3083 / week

Book

from £463 / night

(2) Excellent 

1 / 21

Gros Islet holiday villa rental

Gros Islet Quarter / Gros Islet

5 10 1 night min stay

Villa / 5 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £240 / night

£1679 - £2877 / week

Book

from £240 / night

1 / 25

Punta Cana holiday villa rental

La Altagracia Province / Punta Cana

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £621 / night

£4345 - £9656 / week

Book

from £621 / night

(1) Excellent 

1 / 24

Villa letting in Bavaro with swimming pool, golf nearby

Punta Cana / Bavaro

2 4 3 nights min stay

Villa / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £178 / night

£1164 / week

Book

from £178 / night

1 / 27

Holiday townhouse with swimming pool, golf nearby in La Romana Downtown, Dominican Republic

La Romana / La Romana Downtown, Dominican Republic

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £397 / night

£2776 - £4490 / week

Book

from £397 / night

(1) Excellent 

1 / 80

Holiday villa rental

San Pedro de Macoris Province / Juan Dolio

6 12 4 nights min stay

Villa / 6 bedrooms / sleeps 12 / 4 nights min stay

Add to shortlist

from £480 / night

£3138 / week

Book

from £480 / night

(4) Excellent 

1 / 21

Sosua holiday home rental

Puerto Plata Province / Sosua

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £247 / night

£1713 / week

Book

from £247 / night

(1) Excellent 

1 / 24

Villa rental in Noord with swimming pool

Aruba / Noord

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £161 / night

£1127 - £1592 / week

Book

from £161 / night

(2) Excellent 

1 / 22

Holiday villa in Vieux Fort

Vieux Fort Quarter / Vieux Fort

3 6 2 nights min stay

Villa / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £194 / night

£1352 / week

Book

from £194 / night

(1) Excellent 

1 / 29

Holiday villa in Spanish Town

Virgin Gorda / Spanish Town

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £188 / night

£1316 - £2880 / week

Book

from £188 / night

1 / 22

Villa rental in Eagle Beach with swimming pool, golf nearby

Aruba / Eagle Beach

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £245 / night

£1713 / week

Book

from £245 / night

(1) Good 

1 / 38

Holiday villa with swimming pool in Craigston

Carriacou Island / Craigston

3 6 3 nights min stay

Villa / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £155 / night

£1079 / week

Book

from £155 / night

1 / 20

Holiday cottage with golf nearby in Prospect

Saint James Parish / Prospect

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £302 / night

£1987 / week

Book

from £302 / night

(4) Excellent 

1 / 21

Villa accommodation in Runaway Bay with swimming pool, golf nearby

Saint Ann Parish / Runaway Bay

4 10 4 nights min stay

Villa / 4 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £446 / night

£3117 - £5035 / week

Book

from £446 / night

1 / 21

Holiday villa in Punta Cana

La Altagracia Province / Punta Cana

3 8 6 nights min stay

Villa / 3 bedrooms / sleeps 8 / 6 nights min stay

Add to shortlist

from £343 / night

£2055 / week

Book

from £343 / night

1 / 24

Villa rental in Marisule with swimming pool

Castries / Marisule

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £207 / night

£1449 - £1932 / week

Book

from £207 / night

(2) Very Good 

1 / 20

Holiday villa with swimming pool in Willemstad

Curacao / Willemstad

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £230 / night

£1604 - £1737 / week

Book

from £230 / night

(2) Excellent 

1 / 23

Holiday villa with swimming pool in Orient Bay

Saint-Martin / Orient Bay

5 15 Min stay varies

Villa / 5 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £281 / night

£1516 - £2728 / week

Book

from £281 / night

1 / 20

Luquillo holiday home rental

Puerto Rico / Luquillo

4 12 4 nights min stay

House / 4 bedrooms / sleeps 12 / 4 nights min stay

Add to shortlist

from £343 / night

£2021 / week

Book

from £343 / night

(5) Excellent 

1 / 17

Holiday condo with shared pool in Negril

Negril / Negril Beach

3 6 5 nights min stay

Condo / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £145 / night

£994 - £1383 / week

Book

from £145 / night

1 / 15

Holiday apartment with shared pool, golf nearby in Philipsburg

Sint Maarten / Philipsburg

3 8 7 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

1 / 4

English Harbour holiday villa rental

Saint Paul Parish / English Harbour

3 6 2 nights min stay

Villa / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £173 / night

£1207 - £1932 / week

Book

from £173 / night

1 / 49

English Harbour holiday villa rental

Saint Paul Parish / English Harbour

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £274 / night

£1918 - £4795 / week

Book

from £274 / night

(3) Excellent 

1 / 19

Holiday home in Tar Bay

Great Exuma / Tar Bay

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £240 / night

£1713 - £1850 / week

Book

from £240 / night

1 / 17

Gros Islet holiday apartment rental

Gros Islet Quarter / Gros Islet

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £90 / night

£624 / week

Book

from £90 / night

(5) Excellent 

1 / 22

Holiday villa in Rincon

Puerto Rico / Rincon

11 22 Min stay varies

Villa / 11 bedrooms / sleeps 22 / Min stay varies

Add to shortlist

from £1725 / night

£12069 - £31380 / week

Book

from £1725 / night

(5) Excellent 

1 / 17

Holiday villa with shared pool, tennis court in Las Terrenas

Samana Province / Las Terrenas

4 10 1 night min stay

Villa / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £240 / night

£1507 - £2980 / week

Book

from £240 / night

1 / 10

Villa letting in Schoelcher with swimming pool

Arrondissement of Fort-de-France / Schoelcher

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £167 / night

£1137 / week

Book

from £167 / night

(3) Excellent 

1 / 25

Speightstown holiday apartment rental

Speightstown / Mount Brevitor

2 4 5 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 5 nights min stay

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from £100 / night

£735 / week

Book

from £100 / night

(8) Excellent 

1 / 46

B&b rental in Gros Islet

Gros Islet Quarter / Gros Islet

1 2 3 nights min stay

B&B / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £62 / night

£432 / week

Book

from £62 / night

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