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

Tranquility Bay Beach on the Caribbean, a 3 minute walk from the cottage.

$250/night

Startlit Retreat - Brand New Cottage Steps from Caribbean-Side

Home in Caribbean

1 Bed • 1 Full Bath • Sleeps 2

Eleuthera Vacation Rentals

Welcome to Lavender Beach House. Perched above a two-mile-long pink-sand beach with just 5 other houses along the entire length of the beach.

$455/night

Lavender House· Luxury Home on Pink Sand Beach

Home in Caribbean

2 Beds • 2 Full Baths • Sleeps 5

Eleuthera Vacation Rentals

Rainbow Beach, steps from Key Lime house.

$165/night

Key Lime · Cozy Cottage steps from Rainbow Bay Beach, Tennis

Home in Caribbean

2 Beds • 2 Full Baths • Sleeps 4

Eleuthera Vacation Rentals

Welcome to the Coral Cottages at Briland Club, where luxury meets tranquility on the pristine shores of Harbour Island.

$3,275/night

Briland Club Coral Cottage A4LOWER

Villa in Caribbean

2 Beds • 2 Full Baths • Sleeps 4

Eleuthera Vacation Rentals

Welcome to Ananda Estate. View from the Main House toward the pool and beach.

$1,911/night

Ananda - Luxury Beachfront Estate w/Htd Pool, Banks Road

Estate in Caribbean

4 Beds • 4 Full Baths • Sleeps 9

Eleuthera Vacation Rentals

Welcome to Owl's Roost, a beachfront estate with a private heated pool.

$625/night

Owl's Roost · Private Estate Pink Sand Bch, walk to restaurant

Home in Caribbean

3 Beds • 3 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

The Guest House at Hibiscus Hill seen from above as the sun dips into the bay

$2,145/night

Hibiscus Hill Guest House - Elegant Garden Oasis, Pink Sand Bch

Home in Caribbean

4 Beds • 4 Full Baths • Sleeps 8

Eleuthera Vacation Rentals

Paradise Cove has private steps down to our secluded cove on the warm, calm waters of the Caribbean side of Eleuthera. Perfect for swimming, snorkeling, fishing, lounging, and water sports.

$395/night

Paradise Cove - Brand New Waterfront Home on Secluded Cove

Home in Caribbean

3 Beds • 2 Full Baths • Sleeps 10

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 2B - Condo w/Views, Beach, Htd Pool, Pickleba

Condo in Caribbean

2 Beds • 2 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

Come and Go Villa's ocean-view infinity pool with sweeping views of the Atlantic Ocean. Come and Go Beach is steps from the house.

$355/night

Come and Go -New Listing! Remodeled Beachfront House with Pool

Home in Caribbean

2 Beds • 2 Full Baths • Sleeps 5

Eleuthera Vacation Rentals

Welcome to Turtle Pointe on Savannah Sound, a newly remodeled luxury home with a private pool and a private boat dock, a short walk from Windermere's famous miles-long pink-sand beach.

$708/night

Turtle Pointe - Lux New Windermere Home w/Pool, Boat Dock, Beach

Home in Caribbean

3 Beds • 3 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

$175/night

Laughing Bird Studio #4 - Brand New Stylish Studio, Pool, Beach

Condo in Caribbean

1 Bed • 1 Full Bath • Sleeps 2

Eleuthera Vacation Rentals

Enjoy a beautiful night on the deck, dining al fresco and sipping cocktails while watching the sunset.

$240/night

Folly Guest House - Restored Historic Cottage

Home in Caribbean

2 Beds • 1 Full Bath • Sleeps 4

Eleuthera Vacation Rentals

$756/night

Hidden Gem · Beachfront Estate w/ Pool & 12 Private Acres

Home in Caribbean

3 Beds • 2 Full Baths • Sleeps 7

Eleuthera Vacation Rentals

$425/night

Poinciana House - New Designer Home heated pool

Home in Caribbean

3 Beds • 2 Full Baths • Sleeps 10

Eleuthera Vacation Rentals

This beautiful new home comes with a golf cart for easy access around the private community of Wykee Estates, including our stunning mile-long beach, pictured here, and our lovely saltwater pool.

$345/night

Palmetto House · Brand New Designer Home, Community Pool

Home in Caribbean

2 Beds • 2 Full Baths • Sleeps 6

Eleuthera Vacation Rentals

Welcome to Windchat, beachfront estate with heated ocean-view infinity pool, tennis court, pickleball, basketball, shuffleboard, kayaks, foosball, ping-pong and more.

$1,500/night

Windchat - Priv. Beachfront Estate w/Htd Pool, Tennis Basketball

Estate in Caribbean

6 Beds • 5 Full Baths • Sleeps 11

Eleuthera Vacation Rentals

$810/night

Aqua Villa & Cottage - Luxurious Beachfront House

Villa in Caribbean

3 Beds • 3 Full Baths • Sleeps 8

Eleuthera Vacation Rentals

$560/night

Sky Beach Club Vine House · Contemporary Beach Villa w/ Private

Villa in Caribbean

4 Beds • 4 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

Indigo's Private Pool with lounge seating.

$350/night

Indigo 2BR Home - Walk to Restaurants

Home in Caribbean

2 Beds • 2 Full Baths • Sleeps 4

Eleuthera Vacation Rentals

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

Our beachfront pool with ocean views. Pool can be heated at your option for a fee of $350 per week.

$750/night

Azure-Banks Rd Lux Beachfront Home w/ Heated Pool

Home in Caribbean

3 Beds • 3 Full Baths • Sleeps 8

Eleuthera Vacation Rentals

Welcome to Folly with breathtaking views of the Harbour from sunrise to sunset.

$650/night

Folly & Guest House - Historic Captains Estate

Home in Caribbean

6 Beds • 4 Full Baths • Sleeps 12

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.