Luxury rentals in Speightstown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Speightstown

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

0 of 0 items showing

1 of 3 pages

Villa in Weston

5.0 out of 5 average rating, 4 reviews

Marsh Mellow

This custom-designed home is one of our most unique Barbados villa rentals—it’s shaped like a crescent, allowing you to see panoramic sea views from every room. With a perfect climate, stretches of amazing beaches and a unique culture, the island of Barbados offers visitors a memorable tropical getaway. Indulge in the quiet serenity of the manicured back gardens that feature a fountain and swaying palm trees, or lounge on the pool deck on one of the cushioned chaises surrounded by stunning sea views. The large infinity-edge pool seems to almost blend into the turquoise waters of the sea ahead. Inside, this estate boasts an open-air concept and views of the sea, and it is tastefully decorated with soft furnishings, marble floors and calming, neutral tones with pops of colour. The living room features cozy seating, high ceilings, and access to a large patio overlooking the garden and pool. A dining room offers soaring ceilings, a table with seating for up to ten, large doors with sea views and a small tropical garden. Meanwhile, the bright kitchen is fully equipped with Miele appliances and has French doors leading out to the back garden. From here, you’ll be close to Holetown’s high-end shopping mall as well as some of the island’s top restaurants, and museum hopping can be done in the historic Speightstown. Don’t forget to take in plenty of beach time—Sandy Lane beach is a 10 minute drive away from the property. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1- Master: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Bidet, Walk-in closet, Safe, Desk, Air conditioning, Ceiling fan, Direct access to pool area, Sea view • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone rain shower, Television, Safe, Desk, Air conditioning, Ceiling fan, Direct access to pool area, Sea view • Bedroom 3: Queen size bed, Ensuite bathroom with stand-alone rain shower, Television, Safe, Desk, Air conditioning, Ceiling fan, Direct access to pool area, Sea view • Bedroom 4: 2 Twin size beds, Ensuite bathroom with stand-alone rain shower, Television, Safe, Desk, Air conditioning, Ceiling fan, Direct access to pool area, Sea view FEATURES & AMENITIES • Fully equipped kitchen with breakfast bar & table • Dishwasher • Formal dining area with seating for 10 • Ceiling fans • Cable television • Sonos sound system • Wi-Fi • Washer/Dryer OUTDOOR FEATURES • Infinity pool - unheated • Views of the Caribbean Sea • Sun loungers • Alfresco shower • Barbecue • Terrace • Parking - 8 spaces STAFF & SERVICES Included: • Housekeeping - 9am-5pm • Cook service - 2 consecutive meals per day (summer), 3 meals per day (winter) Extra Cost (advance notice may be required): • Villa pre-stocking • Airport transfers • Additional housekeeping • Activities and excursions

Condo in Speightstown

Schooner Bay 207

Note: This property can be booked with less bedrooms. Contact a Trip Designer for updated pricing. Located on the first floor of the gated luxury development of Schooner Bay, this three-bedroom suite is one of our top Barbados villa rentals—and it’s conveniently located at the edge of Speightstown. The island of Barbados with its unique culture, warm beaches and diverse itinerary of things to do, offers something for every occasion. Relax with a morning coffee while sitting out on the villa’s large patio, from here you’ll be treated to incredible sea and beach views. This home also boasts an open-air dining room for alfresco meals—you won’t even need to cook, let the on-site chef handle everything. If you get warm, the development of Schooner Bay features a shared swimming pool and sundeck surrounded by well-maintained tropical gardens; the complex’s other amenities include a gym, 24-hour security and concierge services. The interior of this home is bright and spacious with minimalist decor and luxurious furnishings. The warmly decorated living room opens up to the patio through large French doors, and features ultra plush white sofas, wooden accents and a flatscreen television. If you’re looking to enjoy a meal in, the villa’s spacious high-end kitchen boasts plenty of counter space and stainless steel appliances. Comfortably sleeping up to six guests, there are three bright bedrooms that all include private en-suite bathrooms and air conditioning. The primary bedroom has a king size bed and opens up to a balcony showing off beach and pool views. The second bedroom also offers a king size bed and comes equipped with a private balcony and beach views, while the third bedroom’s two twin beds can be converted to a king. You’ll be able to spend some time working on your tan or swim in the ocean—the complex sits steps away from a beautiful white sandy beach. It’s also conveniently located close to historic Speightstown where you can enjoy boutique shopping, cafes and restaurants. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with stand-alone rain shower & jetted bathtub, Dual vanity, Ceiling fan, Desk, Direct access to balcony, Sea view • Bedroom 2: King size bed, Ensuite bathroom with shower/bathtub combo, Ceiling fan, Direct access to balcony, Sea view • Bedroom 3: 2 Twin size beds (can be converted to a king), Ensuite bathroom with shower/bathtub combo, Ceiling fan SHARED ACCESS TO SCHOONER BAY RESORT AMENITIES • Gym • Swimming pool • Hot tub At Extra Cost – advance notice may be required: • Food & beverage • Activities & excursions • Babysitting service • Water sports rentals SHARED ACCESS TO AMENITIES AT THE SCHOONER BAY COMPLEX Included: • Access to gym • Swimming pool • Hot tub • Beachfront access

Villa in St. James

4.75 out of 5 average rating, 4 reviews

Bajan Heights

Organize that family reunion or any other event that benefits from a little extra space, at this regal Caribbean villa on St. James. Make that special announcement over dinner at the alfresco set. Gather the group on the spacious lawn for a backyard barbecue. When you’ve got time to sneak away, shoot a round at Royal Westmoreland Golf Course or hit Reeds Bay Beach. Outlined in lush gardens, this gated estate offers the utmost privacy for your special occasion. Follow elegant marble walkways through arched doors to discover Bajan Height’s stately interior. Decorated in pristine white, with ocean-inspired accents, this vacation home is the perfect contrast to the vibrant greenery of Barbados. After the private cook has prepared dinner, gather in the formal dining room. After, sip cocktails at the media room’s wet bar or move the party outside to the multi-level terrace and pool. When you get a chance to escape with that special someone, take a bottle of wine out to the garden gazebo at the end of the lawn to watch the sunset. On the Royal Westmoreland estate, you’ll have access to their golf course, clubhouse. Five kilometers beyond the estate, you’ll find the home of the Harrison Caves and Mount Gay Rum Distillery, Holetown. If you’re in town for the evening, do a little bar hopping, you’ll find everything from beachfront frozen drinks to classic cocktail lounges along the oceanside streets of Holetown. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Walk-in closet, Air conditioning, Ceiling fan, Terrace, Pool view • Bedroom 2 : King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Air conditioning, Ceiling fan, Private balcony • Bedroom 3 : 2 Twin size beds, Ensuite bathroom with stand-alone rain shower, Air conditioning, Ceiling fan, Private balcony, Pool view • Bedroom 4 : King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Air conditioning, Ceiling fan, Private terrace with access to garden Cottage • Bedroom 5 : King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Safe, Air conditioning, Ceiling fan, Private entrance, Private terrace with access to pool FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • Gazebo Included: • More under “What this place offers” below Extra cost (advance notice may be required): • Activities and excursions • Club house • More under “Add-on services” below

Villa in Paynes Bay

5.0 out of 5 average rating, 4 reviews

New Mansion

Can you think of a better way to spend a Caribbean holiday than relaxing at a luxury home just steps away from the beach? Didn’t think so. This modern, coral stone villa in Paynes Bay is one of our grandest Barbados vacation rentals. With the perfect climate, stretches of amazing beaches and a unique culture, the island of Barbados offers visitors a tropical getaway like no other. Sip on a cool drink while soaking in the sun while lounging on one of the chairs on the pool deck. If you grow warm, go for a refreshing dip in the blue-tiled crescent-shaped swimming pool, it boasts a decorative bridge, and a nearby entertainment room with HiFi equipment and Direct television. Watch the sunset in the outdoor seating area in the shaded terrace, it offers tasteful wicker furnishings and views of the beach. Inside, the home has been recently redecorated and offers a warm space done in hues of cream and beige. The living room features access to the outdoors, as well as high-end furnishings and elegant accents. Enjoy your meals indoors in the formal dining room, or out in the alfresco dining area—either way you won’t need to worry about cooking and cleaning, there’s a cook and housekeeping service six days a week. New Mansion’s four spacious bedrooms can accommodate up to eight guests and all suites feature air conditioning, comfortable furnishings and private bathrooms. The primary suite boasts an adjoining kitchenette, king size bed, and hot tub while remaining guest suites include two twin beds. While staying here, you’ll be able to easily enjoy the golden sands of Paynes Bay Beach. Known for its calm waters, this is a popular spot for swimming, sunbathing and water sport activities. You’ll also be just a short walk away from the famous Sandy Lane Hotel, and a variety of shops and renowned restaurants. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary King size bed, En-suite bathroom, Air conditioning, Hot tub • Bedroom 2 2 Twin beds (can be converted into King), En-suite bathroom, Air conditioning • Bedroom 3: 2 Twin beds (can be converted into King), En-suite bathroom, Air conditioning • Bedroom 4: 2 Twin beds (can be converted into King), En-suite bathroom, Air conditioning OUTDOOR FEATURES • Landscaped gardens • Decorative bridge STAFF & SERVICES At Extra Cost - advance notice may be required: • Activities and excursions • Laundry service • Taxi transfers • Baby equipment • Overseas calls • Early check-in/ late check-out fee

Villa in Barbados

4.67 out of 5 average rating, 3 reviews

40 Westmoreland Hills

Nestled into a gated community, this Barbados villa offers 3,600 square feet of bright, contemporary living space. Mere moments away, the Royal Westmoreland Golf Course awaits. Off the sun-drenched terrace, a deep-blue pool invites you in for a plunge. Retreat to the white sand beaches for a day of complete relaxation. A gym and café are within walking distance. Savour a cocktail as the sun sets. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 3: Queen size bed, Ensuite bathroom with stand-alone shower • Bedroom 4: 2 Twin size beds(can be converted to a king bed), Ensuite bathroom with stand-alone shower SHARED ACCESS TO AMENITIES AT THE WESTMORELAND HILLS CENTRAL RECREATIONAL FACILITY • Access to clubhouse STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • Housekeeping

Villa in Westmoreland

Purple Haze

Breathtaking, 180 degree views of the Caribbean Sea, an infinity pool, outdoor bar, gym and well manicured gardens. A magical, perfect place for that family special occasion, reunion, golf or group break. A luxurious family home located within the gated, family-friendly Calijanda Estate. It is adjacent to the prestigious resorts of Sugar Hill and Royal Westmoreland. Situated just 5-mins drive of Holetown and West Coast Beaches. It includes access to the Fairmont Royal Pavilion Beach Club.

Home in Crick Hill

One Westland Heights

This five-bedroom Caribbean property, recently renovated and furnished, is wonderful in every way. It offers the perfect combination of luxury and peaceful tropical living. It has spacious open living and reception areas, easy parking, gardens, and a large infinity edge swimming pool. Located five minutes from the coast which offers beaches, restaurants, bars, coffee shops, duty-free stores, and supermarkets.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Speightstown luxury vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great luxury vacation rentals in Speightstown

Villa in Gibbes

Claridges 10

Villa in The Garden

Whitegates

Villa in Gibbes

Ixoria

Place to stay in Sugar Hill

Sugar Hill - Fiddlesticks

Villa in Mullins

Sundown

Place to stay in Westmoreland

Villa Nomade

Villa in Prospect

Radwood Beach Villa 1

Villa in St Peters

Hemingway House

Show all

All about Speightstown

Exploring Speightstown

This small town with a big past, the site of 17th-century revolt by Bajans, is now thoroughly relaxing, thanks in part to our Speightstown villa rentals. These private homes enjoy some of the most pristine beachfront on Barbados, along with easy access to the island's best sights, activities and restaurants.

Luxury rentals in Speightstown

Top-rated vacation rentals in Speightstown

Villa in Weston

Condo in Speightstown

Villa in St. James

Villa in Paynes Bay

Villa in Barbados

Villa in Westmoreland

Home in Crick Hill

Place to stay in Clinketts

Villa in St. James

Place to stay in The Garden

Villa in Speightstown

Villa in Saint James

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Speightstown luxury vacation rentals

Other great luxury vacation rentals in Speightstown

Villa in Gibbes

Villa in The Garden

Villa in Gibbes

Place to stay in Sugar Hill

Villa in Mullins

Place to stay in Westmoreland

Villa in Prospect

Villa in St Peters

All about Speightstown

Exploring Speightstown

Destinations to explore