Vacation Homes in Caribbean

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Our top choices for Caribbean vacation homes

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.4 out of 10, Exceptional, (118 reviews)
"We loved our stay everything was cleaned so close to everything the beach was beautiful perfect for parking will be coming back "
United States
Ingrid
The price is AED 331
AED 360 total
includes taxes & fees
7 May - 8 May
1120 Vieques by Stay with Bear

150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.4 out of 10, Very Good, (51 reviews)
"Location was center of the city. It was everything we needed for my husband and I. We did not mind the small bedrooms for the price we paid, thought it was very reasonable!"
United States
Jennifer
The price is AED 489
AED 628 total
includes taxes & fees
20 May - 21 May
150 Sol by Stay with Bear

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
8.8 out of 10, Excellent, (43 reviews)
"Super stay... Super place"
United States
Kennedy
Playa Nueva Romana

The Suite Life

The Suite Life
4.0 star property
Rokers Point
7.6 out of 10, Good, (14 reviews)
"The view and easy access to the beach was the highlight. The property manager was very accomodating. "
United States
Antonia
The price is AED 806
AED 1,342 total
includes taxes & fees
5 May - 6 May
The Suite Life

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!
George Town
10.0 out of 10, Exceptional, (233 reviews)
"We just got back two days ago, and I can’t say enough about how amazing this place is. From beginning to end the house is beautiful the view and beach incredible . Communicating with owner from pre trip, during trip and any time we needed something he responded quickly. Our Family can’t wait to go back. Thank You 🙏"
United States
Lisa
Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Salt Box: an Enchanting Historical Property with a Pool

Salt Box: an Enchanting Historical Property with a Pool
Dunmore
10.0 out of 10, Exceptional, (94 reviews)
"the house was wonderful! very comfortable and we loved all the beautiful outdoor space. pool was heavenly. "
United States
Marie A.
Salt Box: an Enchanting Historical Property with a Pool

Villa Vivace - New Luxurious Seaside Home

Villa Vivace - New Luxurious Seaside Home
Leeward Settlement
10.0 out of 10, Exceptional, (121 reviews)
"Our favor place to stay in turks and caicos can't get enough "
United States
Joe O.
Villa Vivace - New Luxurious Seaside Home

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (78 reviews)
"Clean room, nice bathroom, comfortable bed"
United States
DEBORAH
Sugar Apple Bed & Breakfast

The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (69 reviews)
"Perfectly situated near beach and restaurants."
United States
Craig
The Beach Pad

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook
St. Thomas
10.0 out of 10, Exceptional, (155 reviews)
"Marty was such a wonderful host. He greeted us and gave us the tour of this beautiful property! He gave us lots of good advice and was always available when I contacted him. The property was so perfect. Our family consisted of 2 couples and 3 grandkids (ages 17, 20 and 24). There was plenty of room to spread out but we mostly met outside at the hot tub and pool whenever we weren’t on excursions. The view was truly spectacular!!! I would encourage everyone to book this property if you...
United States
kathy e.
Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL
St. Croix
10.0 out of 10, Exceptional, (16 reviews)
"AMAZING. LITERALLY PERFECT!! "
United States
Joseph D.
THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

One minute walk to the beach!

One minute walk to the beach!
Mata de Plátano
9.2 out of 10, Wonderful, (51 reviews)
"Had a great stay! "
United States
Aaron Z.
One minute walk to the beach!

Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!

Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!
Zarzal
10.0 out of 10, Exceptional, (194 reviews)
"The house was beautiful! Great location and having pool with beach right outside the gate was magical. Host was responsive and friendly to work with. "
United States
Tonya P.
Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!

Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym
St. John
9.8 out of 10, Exceptional, (42 reviews)
"A beautiful house: clean, comfortable, and spacious. It was the ideal base for exploring St. John!"
United States
Kolby B.
Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

AGA HOUSE TU CASA EN PR 3 CUARTOS, 2 BANOS, PISCINA, TV EN CADA CUARTO.

AGA HOUSE TU CASA EN PR 3 CUARTOS, 2 BANOS, PISCINA, TV EN CADA CUARTO.
Sabana Abajo
10.0 out of 10, Exceptional, (4 reviews)
"The place was very clean and decorated so cute. I loved everything we will definitely be coming back here to stay again. The set up and layout is so nice. "
United States
Shantel
AGA HOUSE TU CASA EN PR 3 CUARTOS, 2 BANOS, PISCINA, TV EN CADA CUARTO.

Little Exuma Home on Tropic of Cancer Beach

Little Exuma Home on Tropic of Cancer Beach
Exuma
10.0 out of 10, Exceptional, (15 reviews)
"Stay was amazing - beach is gorgeous. Host and manager were both very helpful!"
United States
hannah m.
Little Exuma Home on Tropic of Cancer Beach

SunSeaSand - 2Bdrm Seaside Cottage - Long Bay Hills

SunSeaSand - 2Bdrm Seaside Cottage - Long Bay Hills
Long Bay Hills
10.0 out of 10, Exceptional, (34 reviews)
"We had a great stay at SunSea Sand. The place was very clean and the owners were very quick to respond to my questions. It was nice having our own little pool and quick access to the beach. Thanks for a wonderful stay!"
United States
Nicole S.
SunSeaSand - 2Bdrm Seaside Cottage - Long Bay Hills

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK
Hartswell
10.0 out of 10, Exceptional, (59 reviews)
"Jack and Anna were amazing! Welcoming and attentive throughout our stay. Accommodation was well appointed with everything we needed."
Canada
Sandy C.
OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

PALM BEACH LUXURY VACATION VILLA !!!!!

PALM BEACH LUXURY VACATION VILLA !!!!!
Palm Beach
9.6 out of 10, Exceptional, (31 reviews)
"I loved staying here. Personal pool and the host is very accommodating. Walking distance to stores, restaurants and the beaches. Most excursions will pick you up at the bnb as well. "
United States
Danielle T.
PALM BEACH LUXURY VACATION VILLA !!!!!

Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go

Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go
Isla Verde
8.8 out of 10, Excellent, (52 reviews)
"Great stay. Close to everything including beach. Host was very accomodating"
United States
Bradford
The price is AED 228
AED 474 total
includes taxes & fees
22 May - 23 May
Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Caribbean Hotel Reviews