Best Vacation Homes in Little Harbour
Villa
10.0(69 Reviews)
2 Bedrooms
1 Bath
5 Guests
2500 ft²
Private Pool
Parking
Pool
Ocean View
US $651/Night
7 Nights - US $4,559
House
10.0(5 Reviews)
3 Bedrooms
3 Baths
8 Guests
2497.23 ft²
Oceanfront
Hot Tub
Breakfast- Parking
US $178/Night
7 Nights - US $1,246
Apartment
10.0(23 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
Balcony/Terrace
View
US $320/Night
7 Nights - US $2,238
Villa
10.0(39 Reviews)
4 Bedrooms
4 Baths
8 Guests
6000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,285/Night
7 Nights - US $8,998
Apartment
9.9(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
753.47 ft²
- Parking
- Balcony/Terrace
Air Conditioner
Internet
US $150/Night
7 Nights - US $1,053
House
10.0(37 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $280/Night
7 Nights - US $1,963
Villa
10.0(29 Reviews)
3 Bedrooms
3 Baths
7 Guests
3500 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,002/Night
7 Nights - US $7,013
Villa
10.0(22 Reviews)
3 Bedrooms
4 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,080/Night
7 Nights - US $7,559
Little Harbour Luxury Rentals
New
Villa
11 Bedrooms
12 Baths
22 Guests
11000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
Unlock the Best Price
New
Resort
4 Baths
8 Guests
2650 ft²
- Private Pool
- Parking
- Pool
Kitchen
Unlock the Best Price
New
Villa
10 Bedrooms
11 Baths
20 Guests
10000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
Unlock the Best Price
Villa
10 Bedrooms
10 Baths
20 Guests
- Private Pool
- Oceanfront
- Breakfast
- Parking
Unlock the Best Price
New
Resort
4 Baths
8 Guests
2125 ft²
- Private Pool
- Parking
- Pool
- Kitchen
US $7,389/Night
7 Nights - US $51,723
Villa
10.0(2 Reviews)
9 Bedrooms
12 Baths
20 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $7,343/Night
7 Nights - US $51,401
Villa
10 Bedrooms
12 Baths
20 Guests
9999.67 ft²
Private Beach- Oceanfront
- Hot Tub
- Breakfast
US $6,608/Night
7 Nights - US $46,256
Villa
7 Bedrooms
7 Baths
14 Guests
10494.81 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
US $5,944/Night
7 Nights - US $41,608
Little Harbour Pet Friendly Vacation Rentals
Villa
10.0(16 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,637/Night
7 Nights - US $18,460
Apartment
9.7(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
258.33 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $196/Night
7 Nights - US $1,369
Villa
10.0(10 Reviews)
5 Bedrooms
7 Baths
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $4,203/Night
7 Nights - US $29,423
House
9.5(21 Reviews)
1 Bedroom
1 Bath
3 Guests
290.63 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $89/Night
7 Nights - US $623
Villa
10.0(1 Review)
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,590/Night
7 Nights - US $18,130
Villa
10.0(1 Review)
7 Bedrooms
8 Baths
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,382/Night
7 Nights - US $16,674
House
10.0(1 Review)
3 Bedrooms
4 Baths
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,509/Night
7 Nights - US $10,560
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $324/Night
7 Nights - US $2,265
Little Harbour Large Vacation Homes
Villa
10.0(16 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $850/Night
7 Nights - US $5,950
Apartment
9.2(127 Reviews)
7 Bedrooms
6 Baths
24 Guests
742.71 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $101/Night
7 Nights - US $707
Villa
10.0(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Breakfast
- Parking
- Pool
US $926/Night
7 Nights - US $6,483
Villa
10.0(9 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,449/Night
7 Nights - US $17,143
House
14 Bedrooms
12 Baths
34 Guests
2481.08 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Breakfast
US $5,498/Night
7 Nights - US $38,486
Villa
10.0(4 Reviews)
6 Bedrooms
6 Baths
12 Guests
6000 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $1,719/Night
7 Nights - US $12,030
Villa
10.0(4 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,304/Night
7 Nights - US $9,125
Villa
10.0(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
2000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $614/Night
7 Nights - US $4,298
Why Choose Rent By Owner for your Little Harbour Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Little Harbour
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination ensures you enjoy optimal weather and a more tranquil atmosphere, making it an ideal time to explore the region's beautiful surroundings through your preferred vacation rentals.
Peak Season Highlights
December to April
During the winter months, the area experiences its peak season, attracting visitors seeking warm weather and sunny skies for a relaxing getaway. This is the ideal time to enjoy outdoor activities and the pristine beaches.
Average Temperature Daytime: around 80°F (27°C) - Nighttime: approximately 70°F (21°C)
June to August
Summer brings peak visitation as travelers indulge in the lively atmosphere and vibrant marine life. Booking well in advance ensures you secure an exceptional property during this busy period.
Average Temperature Daytime: about 88°F (31°C) - Nighttime: roughly 78°F (26°C)
Off-Season Highlights
May and November
These shoulder months offer a quieter experience with fewer crowds, making it perfect for those seeking tranquility while still enjoying pleasant weather.
Average Temperature Daytime: around 83°F (28°C) - Nighttime: about 73°F (23°C)
September and October
This period falls outside the usual peak seasons, providing excellent opportunities to find more affordable vacation rentals and enjoy a calmer atmosphere here.
Average Temperature Daytime: approximately 86°F (30°C) - Nighttime: about 76°F (24°C)
Weekly Weather Forecast for Little Harbour
How to Book Your Little Harbour Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Little Harbour
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool nestled amidst lush tropical landscaping.
- Relish direct access to the pristine beach for sunbathing and shoreline strolls.
- Take advantage of outdoor dining areas perfect for sunset meals with scenic ocean views.
- Benefit from well-maintained shared or private gardens that enhance your outdoor experience.
- Make use of outdoor showers to rinse off after a day at the beach.
- Utilize shaded patios or verandas ideal for relaxing and unwinding in the fresh air.
- Participate in outdoor recreational activities such as paddleboarding or kayaking, available nearby.
Top Attractions Around Little Harbour
What attractions are nearby?
When staying here, you'll find plenty of nearby activities to enjoy, from relaxing on pristine beaches to exploring local watersports, all within easy reach of your Anguilla vacation rental.
Family Activities
- Snorkeling at Little Harbour Beach: Explore the vibrant marine life and clear waters right here, making it a perfect activity for family members of all ages.
- Picnicking on Little Harbour's Shores: Enjoy a relaxing family picnic on the sandy beaches, where you can soak up the sun and appreciate the scenic views of the region.
- Beachcombing along Little Harbour: Discover unique shells, rocks, and marine treasures as you stroll along the shoreline, ideal for engaging young explorers.
- Water Sports Adventures: Try activities such as kayaking or paddleboarding in the calm waters nearby, offering fun-filled experiences for the entire family in this destination.
Adult Activities
- Snorkeling Adventures: Discover the vibrant marine life just off the shores, making it a perfect spot for snorkeling enthusiasts seeking clear waters and nearby coral reefs.
- Beach Relaxation: Unwind on the pristine sands while enjoying panoramic ocean views, ideal for a tranquil day by the sea in this scenic area.
- Island Exploration Tours: Join guided excursions to explore the natural beauty and hidden gems of the region, providing a deeper connection with this tropical destination.
- Local Dining Experiences: Savor authentic Caribbean cuisine at nearby eateries, offering a taste of the area's culinary delights in an inviting setting.
Other Places to Stay in Little Harbour
George Hill
Elsie Bay
Little Harbour Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Indulge in the regional flavors by discovering nearby eateries that highlight Anguilla's fresh seafood and local ingredients, enhancing your authentic experience here.
- Plan Water-Based Activities: Take advantage of the area's pristine beaches by engaging in water sports like snorkeling or kayaking, which allow you to enjoy the natural beauty of this destination.
- Choose Prime Vacation Rentals: Select a well-located vacation rental that offers easy access to the region's popular spots, ensuring convenience and comfort during your stay.
- Respect the Environment: Help preserve the area's natural charm by adhering to eco-friendly practices and respecting local wildlife and ecosystems while exploring.
Transportation Options
- Rental Car Services: Conveniently explore the region with rental car companies offering a range of vehicles tailored to your travel needs in Little Harbour, Anguilla.
- Public Transportation: Local buses provide an affordable and reliable way to navigate this destination and its scenic surroundings.
- Private Taxi Services: Licensed taxi operators offer personalized transportation options for door-to-door service around the area.
- Airport Transfers: Professional transfer services ensure seamless arrivals and departures from the nearby airport, making your stay stress-free.
Local Customs Options
- Respect for Local Fishing Traditions: You’ll notice that fishing is a vital part of life here, and embracing a respectful attitude towards local fishing customs will enrich your experience in this serene destination.
- Greetings and Social Etiquette: When interacting with residents, a friendly greeting and a warm smile are customary and appreciated in this welcoming community by the sea.
- Celebration of Cultural Festivals: Participating or observing traditional events showcases the region’s vibrant heritage, offering you an authentic glimpse into the local way of life.
- Environmental Conservation Practices: Mindful respect for the natural surroundings is important, as conservation efforts are deeply rooted in the community’s commitment to preserve this picturesque area.
Little Harbour Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Little Harbour?
There are a lot of options in Little Harbour. If you plan on staying in the Little Harbour area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Little Harbour:
- Panoramic view of Crocus Bay; spacious; private; heated pool
- Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
- DragonFly Studio, a charming place dedicated to relaxation
- Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/Pool
- Coralito Bay Suites & Villas
- Villa Bramasole located right on the water has 3BDR close to restaurants & shops
- ON THE BEACH Luxury BeachHouse, sleeps 8, pool, hot-tub, fire-pit, …
- exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury
- ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …
- Beaches Edge - Oceanfont Villa with Pool and Hot Tub
2. How many vacation rentals have private pools in Little Harbour?
There are 64 vacation rentals with private pools near Little Harbour. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Little Harbour are best for families?
If you are looking for a family-friendly vacation home in Little Harbour, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Little Harbour:
4. How many Rentbyowner vacation rentals are available in Little Harbour?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 254 in the Little Harbour area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Little Harbour.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies depending on the property owner, so you should review the specific listing details or contact the host directly to understand their terms and any applicable fees.
6. Are there any minimum stay requirements for booking a rental here?
Minimum stay requirements can differ by property. To ensure your travel plans align, please check the individual listing for specific stay length policies or reach out to the owner for further clarification.
7. How do I find the most suitable vacation rental in this destination?
Use the search filters and detailed descriptions to narrow down options that match your preferences. Reading reviews and contacting hosts directly can also help you select the best rental for your needs here.
8. What amenities are typically available at vacation rentals in this region?
Many properties offer essential amenities such as Wi-Fi, fully equipped kitchens, and outdoor spaces. For specific features, always review the listing details or ask the owner before booking.
9. Is it possible to get assistance if I encounter issues during my stay?
Support is usually available through the platform’s customer service and the property owner. You should review the listing for contact information and reach out promptly if any concerns arise during your visit to this destination.
Little Harbour Top Rated Vacation Rentals
House
10.0(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $330/Night
7 Nights - US $2,307
Villa
10.0(3 Reviews)
12 Bedrooms
12 Baths
24 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $3,257/Night
7 Nights - US $22,799
Villa
10.0(2 Reviews)
6 Bedrooms
6 Baths
12 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $3,156/Night
7 Nights - US $22,092
Condo
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $258/Night
7 Nights - US $1,806
Villa
10.0(1 Review)
7 Bedrooms
6 Baths
15 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $5,939/Night
7 Nights - US $41,575
Villa
9.8(28 Reviews)
4 Bedrooms
4 Baths
10 Guests
7000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $2,839/Night
7 Nights - US $19,875
Villa
9.8(11 Reviews)
6 Bedrooms
7 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $3,145/Night
7 Nights - US $22,012
Villa
9.6(7 Reviews)
5 Bedrooms
5 Baths
10 Guests
5000 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $1,098/Night
7 Nights - US $7,683
