Caribbean holiday rentals
We found 65,047 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Stayz
St. Thomas
St. Thomas
St. John
St. John
San Juan (and vicinity)
San Juan (and vicinity)
Providenciales
Providenciales
Nassau
Nassau
George Town
George Town
Holiday rentals with weekly discounts - Caribbean
Showing deals for:14 Nov - 21 Nov
Image gallery for spacious and cozy 1 bedroom with garden views and AC-1 mile from Cruz Bay
9.49.4 out of 10 rating
Exceptional
(8 reviews)
spacious and cozy 1 bedroom with garden views and AC-1 mile from Cruz Bay
St. John, St John
8% off
Price is AU$2,469
AU$2,469
AU$353 nightly
Includes taxes & fees
Image gallery for Ocean view cottage on a quiet beach just minutes from swimming pigs
1010 out of 10 rating
Exceptional
(89 reviews)
Ocean view cottage on a quiet beach just minutes from swimming pigs
Exuma
9% off
Price is AU$6,329
AU$6,329
AU$904 nightly
Includes taxes & fees
Image gallery for 1 bdrm queen bed access to pool, hot tub, private beach, upgrades
9.29.2 out of 10 rating
Wonderful
(28 reviews)
1 bdrm queen bed access to pool, hot tub, private beach, upgrades
Providenciales
7% off
Price is AU$4,844
AU$4,844
AU$692 nightly
Includes taxes & fees
Image gallery for Luxury villa with sky pool and scenic ocean views, 10 mins from airport
1010 out of 10 rating
Exceptional
(43 reviews)
Luxury villa with sky pool and scenic ocean views, 10 mins from airport
Laborie
5% off
Price is AU$2,572
AU$2,572
AU$367 nightly
Includes taxes & fees
Image gallery for Luxury 5 Star 3 BR Villa Private Gated Community, *FREE Resort Access Included
1010 out of 10 rating
Exceptional
(16 reviews)
Luxury 5 Star 3 BR Villa Private Gated Community, *FREE Resort Access Included
Nassau, New Providence
15% off
Price is AU$6,118
AU$6,118
AU$874 nightly
Includes taxes & fees
Image gallery for Luxury Sunshine II. villa with SEA & GOLF VIEW, pool heated, CHEF & staff incl.
1010 out of 10 rating
Exceptional
(85 reviews)
Luxury Sunshine II. villa with SEA & GOLF VIEW, pool heated, CHEF & staff incl.
Punta Cana, La Altagracia
5% off
Price is AU$14,836
AU$14,836
AU$2,119 nightly
Includes taxes & fees
Image gallery for Boutique Villa steps away from the most beautiful beach in the Bahamas
9.89.8 out of 10 rating
Exceptional
(83 reviews)
Boutique Villa steps away from the most beautiful beach in the Bahamas
Great Harbour Cay, Bahamas
12% off
Price is AU$3,407
AU$3,407
AU$487 nightly
Includes taxes & fees
Image gallery for Good Vibes Only OceanFront Villa🌴Private Pool-Modern-Sun Decks-Spectacular Views
1010 out of 10 rating
Exceptional
(82 reviews)
Good Vibes Only OceanFront Villa🌴Private Pool-Modern-Sun Decks-Spectacular Views
St. Thomas, St Thomas
5% off
Price is AU$10,266
AU$10,266
AU$1,467 nightly
Includes taxes & fees
Image gallery for Architecturally Designed Villa in Paradise, Quiet Beach & Blue Water Views
1010 out of 10 rating
Exceptional
(101 reviews)
Architecturally Designed Villa in Paradise, Quiet Beach & Blue Water Views
Basseterre, South East Peninsula
9% off
Price is AU$5,399
AU$5,399
AU$771 nightly
Includes taxes & fees
Image gallery for Treasure Cay Getaway with BOAT DOCK! 4 bedroom, pool, & bbq Cabana!
1010 out of 10 rating
Exceptional
(5 reviews)
Treasure Cay Getaway with BOAT DOCK! 4 bedroom, pool, & bbq Cabana!
Treasure Cay, Central Abaco
9% off
Price is AU$5,693
AU$5,693
AU$813 nightly
Includes taxes & fees
Image gallery for Sunset Point Oceanfront Villa—Sea Views From Every Room—Private Pool—Taylor Bay
9.89.8 out of 10 rating
Exceptional
(88 reviews)
Sunset Point Oceanfront Villa—Sea Views From Every Room—Private Pool—Taylor Bay
Providenciales, British West Indies
8% off
Price is AU$15,636
AU$15,636
AU$2,234 nightly
Includes taxes & fees
Image gallery for Heavens Gate on Earth~~Stunning Ocean Views~~Beautiful Sunsets
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Heavens Gate on Earth~~Stunning Ocean Views~~Beautiful Sunsets
Aguadilla
8% off
Price is AU$2,081
AU$2,081
AU$297 nightly
Includes taxes & fees
Image gallery for Luxurious Bahama Beachfront. Golf cart, Superbox and high speed internet!
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Luxurious Bahama Beachfront. Golf cart, Superbox and high speed internet!
Treasure Cay, Abaco, The Bahamas
12% off
Price is AU$4,876
AU$4,876
AU$697 nightly
Includes taxes & fees
Image gallery for Serene waterfront house w pool, dock & beautiful sunsets - 5 min walk to beach.
1010 out of 10 rating
Exceptional
(10 reviews)
Serene waterfront house w pool, dock & beautiful sunsets - 5 min walk to beach.
Dunmore Town, Harbour Island
8% off
Price is AU$31,909
AU$31,909
AU$4,558 nightly
Includes taxes & fees
Image gallery for Private Pool*Full Solar*Secluded Rainforest Setting*1 Mile from PR3*20 From SJU
1010 out of 10 rating
Exceptional
(143 reviews)
Private Pool*Full Solar*Secluded Rainforest Setting*1 Mile from PR3*20 From SJU
Río Grande
13% off
Price is AU$3,488
AU$3,488
AU$498 nightly
Includes taxes & fees
Image gallery for Kaibo Yacht Club Beach Front, Phase 2.
1010 out of 10 rating
Exceptional
(38 reviews)
Kaibo Yacht Club Beach Front, Phase 2.
North Side
12% off
Price is AU$4,425
AU$4,425
AU$632 nightly
Includes taxes & fees
Image gallery for 5 minute walk to the beach m 2 BR cottage with old school island pool.
9.09.0 out of 10 rating
Wonderful
(6 reviews)
5 minute walk to the beach m 2 BR cottage with old school island pool.
St. Thomas, St Thomas
21% off
Price is AU$2,252
AU$2,252
AU$322 nightly
Includes taxes & fees
Image gallery for Newly Updated! Private Beach Views, Luxury Villa Milagro Villa 1
1010 out of 10 rating
Exceptional
(105 reviews)
Newly Updated! Private Beach Views, Luxury Villa Milagro Villa 1
St. Thomas
7% off
Price is AU$2,735
AU$2,735
AU$391 nightly
Includes taxes & fees
Image gallery for 11 steps to the Ocean
9.49.4 out of 10 rating
Exceptional
(57 reviews)
11 steps to the Ocean
George Town, Great Exuma
8% off
Price is AU$5,621
AU$5,621
AU$803 nightly
Includes taxes & fees
Image gallery for #1 Reviewed Pristine Private Beachfront Villa, Full Laundry & Kitchen, WiFi, A/C
9.89.8 out of 10 rating
Exceptional
(128 reviews)
#1 Reviewed Pristine Private Beachfront Villa, Full Laundry & Kitchen, WiFi, A/C
Whitby, Caicos Islands
7% off
Price is AU$8,136
AU$8,136
AU$1,162 nightly
Includes taxes & fees
Image gallery for The Coral - Spectacular luxury house in exclusive neighborhood in Isla Verde
1010 out of 10 rating
Exceptional
(63 reviews)
The Coral - Spectacular luxury house in exclusive neighborhood in Isla Verde
Carolina
9% off
Price is AU$10,526
AU$10,526
AU$1,504 nightly
Includes taxes & fees
Image gallery for Red Hook - 2 bedroom private villa and pool on the east end of St. Thomas, USVI
9.89.8 out of 10 rating
Exceptional
(59 reviews)
Red Hook - 2 bedroom private villa and pool on the east end of St. Thomas, USVI
St. Thomas, St Thomas
7% off
Price is AU$6,885
AU$6,885
AU$984 nightly
Includes taxes & fees
Image gallery for Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living
9.89.8 out of 10 rating
Exceptional
(117 reviews)
Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living
George Town, Great Exuma
8% off
Price is AU$15,300
AU$15,300
AU$2,186 nightly
Includes taxes & fees
Image gallery for Villa Tropica - Near Grace Bay Beach - Newly Remodelled
9.89.8 out of 10 rating
Exceptional
(125 reviews)
Villa Tropica - Near Grace Bay Beach - Newly Remodelled
Providenciales, Caicos Islands
8% off
Price is AU$14,602
AU$14,602
AU$2,086 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Caribbean
Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff
Sleeps 24 · 11 bedrooms · 12+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
5 bedroom relaxation Oceanfront w/ Stunning natural views. 5 bdrms, sleeps 12
Sleeps 12 · 5 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
20 reviews(20 reviews)
Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
190 reviews(190 reviews)
Great House Villa
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Bay View vacation Rentals Villa # 1
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Casa Del Mar - Beach Front with Endless Views
Sleeps 18 · 7 bedrooms · 6 bathrooms
9.29.2 out of 10
Wonderfulwonderful
21 reviews(21 reviews)