Caribbean Vacation Rentals

BOOK DIRECT

Save on Fees and Experience Professional Service

CARIBBEAN

BOOK DIRECT

Save on Fees and Experience Professional Service

CARIBBEAN

IDEA DRIVEN VACATIONS

Activities and Interests
Uncover fun activities and special interests for your upcoming trip
Event Travel
Plan your trip around concerts, festivals, and special events worth traveling for
Attractions
Explore top landmarks, scenic spots, and can't-miss local highlights
Travel Guides
Navigate each location like a local with our detailed travel guides
Travel News
Stay updated with the latest travel trends and vacation rental tips
Trip Ideas
Find inspiration for your next getaway with curated trip suggestions and themes
Travel Newsletter
Join our newsletter for exclusive travel insights, featured destinations, and trip planning tips

CARIBBEAN DESTINATIONS

WORLD DESTINATIONS

IDEA DRIVEN VACATIONS

Activities and Interests
Uncover fun activities and special interests for your upcoming trip
Event Travel
Plan your trip around concerts, festivals, and special events worth traveling for
Attractions
Explore top landmarks, scenic spots, and can't-miss local highlights
Travel Guides
Navigate each location like a local with our detailed travel guides
Travel News
Stay updated with the latest travel trends and vacation rental tips
Trip Ideas
Find inspiration for your next getaway with curated trip suggestions and themes
Travel Newsletter
Join our newsletter for exclusive travel insights, featured destinations, and trip planning tips

Caribbean Vacation Rentals

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the Caribbean area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.

Browse Caribbean Vacation Rentals

Sundowner is a 5-minute stroll to Windermere Island's pink sand beach which is over 5 miles long

$399/night

Sundowner - Private Home With Ocean Views, Short Drive to Beach

Villa in Caribbean

4 Beds • 2 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

Savannah Sunset's oceanfront playground, in your backyard

$590/night

Savannah Sunset - Oceanfront Home on Caribbean Sunset View, Pool

Home in Caribbean

3 Beds • 3 Full Baths • Sleeps 10

Eleuthera Vacation Rentals

The Cricket Pavilion, obviously welcomes pets!

$1,000/night

Hibiscus Hill Cricket Pavilion - retreat near Pink Sand Beach

Home in Caribbean

2 Beds • 2 Full Baths • Sleeps 4

Eleuthera Vacation Rentals

$550/night

Sephora - Brand New Estate w/2-Ocean Views, Pool

Home in Caribbean

4 Beds • 3 Full Baths • Sleeps 8

Eleuthera Vacation Rentals

$525/night

Gumbo Limbo · New Home w/Heated Pool on Prestigious Banks Rd

Home in Caribbean

3 Beds • 2 Full Baths • Sleeps 8

Eleuthera Vacation Rentals

The Main Cottage is on the right, the Master Suite Cottage on the left.

$415/night

Rocks Retreat · Private 12 Acre Beachfront Home, Pink Sand Beach

Home in Caribbean

2 Beds • 2 Full Baths • Sleeps 5

Eleuthera Vacation Rentals

Beautiful beach house with in-ground private pool and extensive yard and gardens

$465/night

Driftwood · Renovated Private Beach Villa w/Pool & Ocean Views

Home in Caribbean

4 Beds • 4 Full Baths • Sleeps 8

Eleuthera Vacation Rentals

Our heated 40' x 20' pool. We also have kayaks, paddle board, bikes, golf carts, mini-gym, and fast free internet!

$285/night

Buttonwood Reserve 2A - Lux Condo w/Views, Htd Pool, Priv. Beach

Condo in Caribbean

2 Beds • 2 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

$3,500/night

Beehive Harbour Island. Luxury Dream World on the Bay. Private d

Home in Caribbean

5 Beds • 4 Full Baths • Sleeps 9

Eleuthera Vacation Rentals

Villa #72

Villa in Caribbean

5 Beds • 5 Full Baths • Sleeps 10

Sea Horse Ranch

Welcome to Bella Mer, new luxury home on a
secluded Caribbean cove.

$335/night

Bella Mer - Lux Waterfront Villa on Secluded Caribbean Cove

Home in Caribbean

3 Beds • 2 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

Palisade's new heated oceanfront infinity pool overlooking our mile-long pink sand beach.

$842/night

Palisades - Stunning Beachfront House, Walk to Tippys! Pool

Home in Caribbean

4 Beds • 3 Full Baths • Sleeps 12

Eleuthera Vacation Rentals

Welcome to Allamanda House. Our rooftop living area overlooking the pool.

$1,575/night

Allamanda Harbour Island - Restored Historic Home w/Pool, Outsid

Home in Caribbean

6 Beds • 5 Full Baths • Sleeps 12

Eleuthera Vacation Rentals

Welcome to Dream House, a stunning contemporary beachfront estate overlooking a deserted pink sand beach.

$696/night

Dream House - Stunning Secluded Beachfront House Heated Pool

Home in Caribbean

3 Beds • 3 Full Baths • Sleeps 8

Eleuthera Vacation Rentals

$335/night

Blue Love Point 3BR · Luxury 3BR Oceanfront Home

Home in Caribbean

3 Beds • 2 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

Welcome to Palm Hill, a private beachfront estate on Cotton Bay's pink sand beach.

$825/night

Palm Hill · Stunning Private Beachfront Estate on Pink Sand

Home in Caribbean

4 Beds • 4 Full Baths • Sleeps 8

Eleuthera Vacation Rentals

$535/night

Sea Walk · Beach Villa w/Pool @ French Leave Bch, Hot Tub

Home in Caribbean

4 Beds • 4 Full Baths • Sleeps 12

Eleuthera Vacation Rentals

Enjoy the large walled garden with a swimming pool.

$1,000/night

Kings Treat - Ultimate Island Style House w/Pool

Home in Caribbean

3 Beds • 3 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

$450/night

Cayo Loco 1 - Cayo Loco Pink Sand Beachfront House for 2 Villa 1

Home in Caribbean

1 Bed • 1 Full Bath • Sleeps 2

Eleuthera Vacation Rentals

Welcome to Tir Na Nog, an elegantly appointed 10-acre beachfront estate with heated pool on the Banks Road, Eleuthera's premier location.

$922/night

Tir Na Nog · 10-Acre Beachfront Estate w/Htd Pool, Tennis

Estate in Caribbean

5 Beds • 5 Full Baths • Sleeps 12

Eleuthera Vacation Rentals

View from the west deck, facing the sunset Deck has covered and open areas.

$1,225/night

Buttonwood Reserve Bldg 2 - Compound w/Beach, Pool, PICKLEBALL,

Condo in Caribbean

8 Beds • 8 Full Baths • Sleeps 24

Eleuthera Vacation Rentals

$5,900/week

INNISFREE ESTATE

Villa in Caribbean

7 Beds • 8 Full Baths • Sleeps 14

Chris

Beautiful new home is perched on a cliff overlooking the Caribbean

$465/night

Blue Love Point · Luxury Oceanfront Home with Sunset Views

Home in Caribbean

5 Beds • 3 Full Baths • Sleeps 10

Eleuthera Vacation Rentals

Welcome to Wild Orchid, a new beachfront villa with a heated private pool and resort privileges at La Bougainvillea, right next door.

$758/night

Wild Orchid 3BR · New Luxury Beachfront Villa w/Private Htd Pool

Home in Caribbean

3 Beds • 3 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

Where to stay around Caribbean

Our November 2025 property listings offer a selection of 166 vacation rentals near Caribbean. Find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Caribbean for a holiday or a weekend are on Find Rentals.

Where are the best places to stay in Caribbean?

For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Caribbean.

There are many other points of interest around Caribbean listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.

Please use our search bar to access the selection of vacation rentals.

How can I find a vacation rental manager in Caribbean?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.