Apartments in Caribbean with tennis nearby | Holiday Lettings

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2,376 Holiday homes

Filters applied: Tennis in town (2,376)

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

(6) Very Good 

1 / 29

Holiday condo with shared pool in Montego Bay

Saint James Parish / Montego Bay

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from $191 / night

$0 / week

Book Book View

from $191 / night

(6) Excellent 

1 / 26

Holiday apartment with golf nearby in Rio Grande

Puerto Rico / Rio Grande

2 bedroomsSleeps 64 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min stay

from $303 / night

$2014 / week

Book Book View

from $303 / night

(8) Excellent 

1 / 32

Holiday villa in Ocho Rios

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $152 / night

$1058 - $1410 / week

Book Book View

from $152 / night

Featured properties

(6) Excellent 

1 / 73

Villa rental in Ocho Rios with shared pool

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $119 / night

$0 / week

Book Book View

from $119 / night

(26) Very Good 

1 / 45

Villa rental in Sosua with swimming pool

Puerto Plata Province / Sosua

5 bedroomsSleeps 123 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min stay

from $212 / night

$1234 / week

Book Book View

from $212 / night

(9) Excellent 

1 / 25

Noord holiday villa rental

Aruba / Noord

3 bedroomsSleeps 10Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies

from $197 / night

$1375 - $2996 / week

Book Book View

from $197 / night

(18) Excellent 

1 / 38

Villa rental in Christiansted with swimming pool, golf nearby

St. Croix / Christiansted

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay

from $258 / night

$1805 / week

Book Book View

from $258 / night

(8) Excellent 

1 / 17

Villa rental in Gibbes with swimming pool

Saint Peter Parish / Gibbes

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies

from $431 / night

$4307 / week

Book Book View

from $431 / night

(4) Excellent 

1 / 27

Holiday apartment rental

Saint Michael Parish / Bridgetown

2 bedroomsSleeps 46 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min stay

from $152 / night

$1058 - $1868 / week

Book Book View

from $152 / night

(4) Excellent 

1 / 23

Holiday apartment with shared pool in Bavaro

Punta Cana / Bavaro

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $201 / night

$1405 - $2013 / week

Book Book View

from $201 / night

(6) Excellent 

1 / 99

Holiday penthouse with shared pool, golf nearby in Bavaro

Punta Cana / Bavaro

3 bedroomsSleeps 81 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay

from $154 / night

$2007 / week

Book Book View

from $154 / night

(12) Excellent 

1 / 58

Holiday home in Maxwell

Christ Church Parish / Maxwell

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $116 / night

$806 - $1561 / week

Book Book View

from $116 / night

(6) Excellent 

1 / 22

The Valley holiday home rental

Anguilla / The Valley

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $227 / night

$1319 - $1988 / week

Book Book View

from $227 / night

(6) Excellent 

1 / 14

St Thomas East holiday condo rental

St. Thomas / St Thomas East

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $177 / night

$0 / week

Book Book View

from $177 / night

(18) Excellent 

1 / 48

Holiday home with shared pool in Grand Cayman

Cayman Islands / Grand Cayman

2 bedroomsSleeps 65 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min stay

from $277 / night

$1939 - $3666 / week

Book Book View

from $277 / night

(14) Very Good 

1 / 15

San Juan holiday apartment rental

Puerto Rico / San Juan

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $162 / night

$1128 - $1692 / week

Book Book View

from $162 / night

(5) Excellent 

1 / 19

Jolly Harbour holiday villa rental

Jolly Harbour / Ffryes Beach

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $448 / night

$3021 - $5438 / week

Book Book View

from $448 / night

(3) Very Good 

1 / 12

Rodney bay, Gros Islet holiday home rental

Gros Islet / Rodney bay, Gros Islet

3 bedroomsSleeps 65 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay

from $202 / night

$1269 - $2608 / week

Book Book View

from $202 / night

(4) Excellent 

1 / 50

Holiday apartment with shared pool in Seven Mile Beach

Grand Cayman / Seven Mile Beach

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $136 / night

$952 - $3243 / week

Book Book View

from $136 / night

(6) Excellent 

1 / 28

Christiansted holiday apartment rental

St. Croix / Christiansted

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $159 / night

$1108 - $1819 / week

Book Book View

from $159 / night

(2) Excellent 

1 / 39

Santo Domingo holiday apartment rental

Santo Domingo Province / Santo Domingo

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $241 / night

$1711 / week

Book Book View

from $241 / night

(7) Excellent 

1 / 24

Holiday villa with swimming pool in Sainte-Anne

Grande-Terre Island / Sainte-Anne

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $154 / night

$1076 - $1698 / week

Book Book View

from $154 / night

(17) Excellent 

1 / 28

Dover holiday home rental

Christ Church Parish / Dover

4 bedroomsSleeps 85 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay

from $202 / night

$1410 - $2115 / week

Book Book View

from $202 / night

(25) Excellent 

1 / 12

Holiday b&b in Gingerland

Nevis / Gingerland

2 bedroomsSleeps 31 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay

from $81 / night

$504 / week

Book Book View

from $81 / night

(23) Excellent 

1 / 19

Saint Francois holiday gite rental

Grande-Terre Island / Saint Francois

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $140 / night

$976 / week

Book Book View

from $140 / night

(5) Excellent 

1 / 29

Holiday apartment rental

Punta Cana / Bavaro

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from $352 / night

$1913 / week

Book Book View

from $352 / night

(8) Very Good 

1 / 46

Holiday villa with shared pool in Negril

Negril / Negril Beach

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $257 / night

$1798 - $2221 / week

Book Book View

from $257 / night

(5) Excellent 

1 / 12

Gingerland holiday cottage rental

Nevis / Gingerland

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $152 / night

$1058 / week

Book Book View

from $152 / night

(12) Excellent 

1 / 24

Montego Bay holiday apartment rental

Saint James Parish / Montego Bay

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $181 / night

$0 / week

Book Book View

from $181 / night

(4) Excellent 

1 / 21

Sosua holiday home rental

Puerto Plata Province / Sosua

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $363 / night

$2518 / week

Book Book View

from $363 / night

(8) Very Good 

1 / 10

Villa rental in Jolly Harbour with swimming pool, golf nearby

Jolly Harbour / Harbour View

4 bedroomsSleeps 81 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay

from $278 / night

$1942 / week

Book Book View

from $278 / night

(2) Excellent 

1 / 54

Rose Hall holiday apartment rental

Montego Bay / Rose Hall

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from $398 / night

$2646 - $3323 / week

Book Book View

from $398 / night

(1) Excellent 

1 / 32

Holiday home with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $111 / night

$695 - $1803 / week

Book Book View

from $111 / night

(8) Very Good 

1 / 17

Holiday condo with shared pool in Negril

Negril / Negril Beach

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $212 / night

$1662 - $2014 / week

Book Book View

from $212 / night

1 / 18

Holiday condo rental

St. Thomas / Bolongo Bay

2 bedroomsSleeps 65 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min stay

from $172 / night

$1184 - $1813 / week

Book Book View

from $172 / night

(2) Excellent 

1 / 24

Villa letting in Bavaro with swimming pool, golf nearby

Punta Cana / Bavaro

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $261 / night

$1711 / week

Book Book View

from $261 / night

(9) Excellent 

1 / 28

Holiday villa in Aruba

Caribbean / Aruba

4 bedroomsSleeps 86 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min stay

from $310 / night

$2165 - $3525 / week

Book Book View

from $310 / night

(3) Very Good 

1 / 35

Holiday studio with shared pool in Isla Verde

Carolina / Isla Verde

StudioSleeps 4Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies

from $103 / night

$719 - $836 / week

Book Book View

from $103 / night

(6) Excellent 

1 / 28

Holiday apartment with shared pool in Christiansted

St. Croix / Christiansted

2 bedroomsSleeps 65 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min stay

from $192 / night

$1308 - $2467 / week

Book Book View

from $192 / night

(5) Excellent 

1 / 25

Villa rental in Jolly Harbour with shared pool, golf nearby

Saint Mary Parish / Jolly Harbour

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $108 / night

$755 - $1396 / week

Book Book View

from $108 / night

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