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Holiday rentals in Caribbean

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Top-rated holiday rentals in Caribbean

Guests agree: these stays are highly rated for location, cleanliness, and more.

Botanical Garden Home - Penthouse
SUPERHOST
Entire rental unit · 2 guests · 1 bed · 1.5 bathrooms
Botanical Garden Home - PenthouseThis home is set in the natural beauty of Southwest Florida. Surrounded by moss draped cypress, live oak, slash pine and scores of palms, this Key West Style home is a paradise close to everything but with a feel of being far, far away.
OCEAN VIEW PARADISE AT VENTURE OUT + BIKES/KAYAKS
Entire residential home · 6 guests · 3 beds · 1 bathroom
OCEAN VIEW PARADISE AT VENTURE OUT + BIKES/KAYAKS*ALL NEWLY RENOVATED**PERFECT LOCATION! *35' Seawall *Magnificent newly renovated 2 bedroom 1 bath waterfront home in Cudjoe Key. Located in the lower Florida Keys at MM# 23 only 19 minutes to Key West. Our home is in the gated community of Venture Out. *Sleeps 6 *1 Full Bath*WiFi*45" TV *A/C & heat *Fully equipped kitchen *Brand New Amenities including grill, 4 Bikes & 2 two-person Kayaks *PLUS: Pool, HotTub, Marina, Boat Ramp, Store, Game Room, Tennis, Library, etc. Too much to list!
Little Bird Cottage @ High Cove
SUPERHOST
Entire cabin · 2 guests · 1 bed · 1 bathroom
Little Bird Cottage @ High CoveLittle Bird is located on High Cove property, nestled on a pristine swimming cove on the famous West End. There are 2 other cottages on the property that can be rented separately, or jointly with Little Bird for groups of up to 14. A stone's throw away from the world-renowned Rick's Cafe, amazing African drummers on Saturday nights, restaurants/watering holes, and has incredible sunsets. 10mins drive to Negril's vibrant Seven Mile Beach. You can also unplug for a secluded or romantic getaway.

Holiday rentals for every style

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Popular amenities for Caribbean holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Caribbean

  1. Entire rental unit
  2. Key West
Luxurious upstairs apartment with pool #3
$333 SGD per night
SUPERHOST
  1. Entire villa
  2. Montego Bay
Villa Maria Montego Bay, Oceanfront
$940 SGD per night
SUPERHOST
  1. Entire residential home
  2. Cape Coral
🦩FLAMINGO esCAPE/gulf access/heated pool/king bed
$179 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Montego Bay
2 BD 2 Bth apt(Resort area Close to beach)
$199 SGD per night
SUPERHOST
  1. Entire villa
  2. Great Exuma Island
Amazing Beach Villa at Casa Del Mar, Exuma
$609 SGD per night
SUPERHOST
  1. Entire townhouse
  2. Montego Bay
HOSPITALITYEXPERT 2BR Townhouse #2 MoBay, Sleeps 6 - Pool, Beach & Private Chef
$155 SGD per night
SUPERHOST
  1. Entire apartment
  2. Miami Beach
FontaineBleau Resort, High Floor w/ Ocean Views
$510 SGD per night
  1. Entire rental unit
  2. Miami
Studio Apartment #3 and Parking
$96 SGD per night
  1. Private room
  2. Montego Bay
Sunset Arms #3B: Room, Airport, Beach, Hipstrip
$62 SGD per night
SUPERHOST
  1. Entire residential home
  2. Palm Beach
New Luxury Private Villa with Huge Custom PRIVATE Pool. Just for you.
$321 SGD per night
SUPERHOST
  1. Entire cottage
  2. Hatchet Bay
Sea Spray Cottage sits right over the water!!!
$185 SGD per night
  1. Entire guest suite
  2. Bull Bay
B/room on beach front near Kingston
$73 SGD per night