Vacation rentals in Lookout

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Top-rated vacation rentals in Lookout

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Guest favorite

Cottage in Falmouth, Antigua & Barbuda

4.95 out of 5 average rating, 116 reviews

Cleopatra - English Harbour

Cleopatra is a large, open, one-bedroom cottage with comfortable lounge, King bed, and kitchen on Pineapple House property in English Harbour. Our favorite amongst several cottages, everything is in white; everything is open, & the kitchen is big. Stunning view of Super Yachts in Falmouth Harbour. Gated Community. Wi-fi. Night life. Restaurants. Spas. Activities. Steps from Nelson's Dockyard. Steps from Pigeon Beach, where there are two beach bars. Houseskeeping Services. Open October to May.

May 17 – 24

$195 per night

Guest favorite

Cabin in Sawcolts Village, Antigua & Barbuda

4.98 out of 5 average rating, 149 reviews

Tranquil Farm - Secluded Woodland Cabin

The wooden shingled cabin is totally off the grid. To reach the cabin is a short walk up through a small wood on a narrow winding path from the parking area. Built on stilts the cabin over looks farmland and woods with a long view down the valley to the hills of English Harbour. The cabin has a large bedroom with wooden four poster bed with mosquito net. Barn doors open onto a side balcony, an open air bathroom with rain water shower heated by solar and a full kitchen. Wonderful night skies.

Jan 18 – 25

$116 per night

Guest favorite

Villa in Hermitage, Antigua & Barbuda

5.0 out of 5 average rating, 18 reviews

Luxe Sea View & Infinity Pool. 10min walk to beach

Amazed Sea View Villa This luxury holiday villa is located high up on the beautiful Sleeping Indian hills. Sitting on half an acre of tropical land, the location allows for spectacular vistas across the turquoise waters of the Caribbean. A stunning infinity pool, open terraces, tropical gardens, luxurious, peaceful, and private. Amazed is a must to experience! Just a 10 min walk to stunning Hermitage Bay beach and a 10 min drive to Jolly Harbour, for the grocery store, restaurants, and shops.

Feb 18 – 25

$987 per night

Guest favorite

Apartment in Saint George, Antigua & Barbuda

4.97 out of 5 average rating, 33 reviews

The Heartland Studio

We invite you to stay at our cozy Heartland Studio during your next stay. The Heartland is a short-term suite that is centrally located in a very safe and convenient area, that is 10 minutes away from St. John’s and less than 15 minutes from the historic English Harbour and most beaches. Also, its location provides easy access to great local eating spots. Whether it is for leisure, a quick stay-over or business travel, our super hosts will ensure that you have a comfortable stay.

Jan 2 – 9

$61 per night

Guest favorite

Villa in Falmouth, Antigua & Barbuda

4.97 out of 5 average rating, 90 reviews

Starr House - contempory villa

This beautifully finished property overlooks one of the loveliest harbour sites of the world. It’s position takes advantage of the trade wind breezes and spectacular panoramic views. The house with private pool is located on the slopes of Monks Hill, adjacent to the local village. It is nestled on the hillside amongst the other villas of Rose Hill. With the beaches and restaurants of Falmouth 5 minutes drive around the bay this is the perfect spot for a varied and relaxing holiday.

Nov 26 – Dec 3

$415 per night

Guest favorite

Villa in English Harbour, Antigua & Barbuda

4.96 out of 5 average rating, 23 reviews

The Garden House, Pigeon Beach - English Harbour

Entirely self-contained, you will be bowled over by the far-reaching views from The Garden House. With a private pool and terrace with comfortable sun-loungers and gas barbeque you will be able to enjoy peaceful sundowners and dinners from the covered dining area. Two large, air-conditioned bedrooms, both with ensuite bathrooms, sitting room and a small but well-equipped kitchen make this a perfect retreat. Just 5 minutes walk from Pigeon Beach and restaurants in English Harbour.

Mar 31 – Apr 7

$581 per night

Guest favorite

Townhouse in Jolly Harbour, Antigua & Barbuda

4.97 out of 5 average rating, 58 reviews

Waterfront Villa – Designer Tropical Getaway

Townhome with 2 bedrooms, 2.5 bathrooms, 1200 sq. feet (111 sq. meters). Water facing private deck and 2 balconies with western sunset views. Fully stocked and equipped kitchen. On-site private parking for smaller cars; parking for larger vehicles a few steps away. Gated community with restaurants, bars and cafes, golf course, marina, supermarket, banks and rental car agencies. 10-minute walk to North Beach and golf course, 20-minute walk to restaurants, shops, other amenities.

Apr 25 – May 2

$273 per night

Guest favorite

Home in Woodlands, Montserrat

4.83 out of 5 average rating, 6 reviews

Family Beachside Living with Oceanviews & Pool

Pristine Caribbean beaches, lush palm trees, and exhilarating island breezes await at this gorgeous 3-bedroom, 3-bath Montserrat stay. The bungalow is nestled in the secluded paradise of the West Indies, offering unbeatable panoramic views of Woodlands Bay and is just steps to the yellow sands of Woodlands Beach. Endless adventure awaits on this heavenly island, where you can explore volcanoes, tropical rainforest hiking trails, and local restaurants, all within arm's reach!

Jun 15 – 22

$80 per night

Superhost

Apartment in Saint Paul, Antigua & Barbuda

4.92 out of 5 average rating, 50 reviews

Sea La Vie Luxury Villa with Panoramic Views& Pool

Beautiful new build with panoramic views of English Harbour. Pool access and use of entire place including separate bedroom, 2 floors, 2 bathrooms, kitchen and wrap around verandas. Air conditioning and washer/dryer. Close to Catamaran Marina, English Harbour, multiple bars and restaurants, Pigeon & Galleon Beach, Shirley Heights, Antigua Sailing & Yacht Club, Nelson’s Dockyard and much more. Sights and recommendations available from local residents who own the property.

Aug 27 – Sep 3

$252 per night

Guest favorite

Apartment in Antigua and Barbuda, Antigua & Barbuda

4.97 out of 5 average rating, 31 reviews

La B's Apartment

Modern, clean, cozy accommodation for couples. Sandwiching St. John's and our beautiful southwest beaches. 11 min. drive to beaches such as Ffryes, Valley Church and Darkwood. Supermarket and Bus stop 5 minutes walk away. St. John's 12 min away. 9 min. to Jolly Harbour where you can enjoy the boating/ fishing /diving scene along with its fine restaurants. Car Rental rates as low as <=$35/ day available Knowledgeable hosts provide advice for an exciting and safe stay.

Sep 12 – 19

$75 per night

Guest favorite

Apartment in Saint John's, Antigua & Barbuda

4.97 out of 5 average rating, 72 reviews

Bellevue Suites - Seahorse Suite

Bellevue Suites is a self catering property nestled in a tropical garden setting ideally located in the heart of Antigua. This property occupies a truly unique position overlooking lush green hills, tropical vegetation and a stunning sunset. Our suites are near to shopping, nightlife, supermarket, public transportation and more. The ambiance and outdoor space offers a true Caribbean experience in a friendly neighborhood. *COVID CERTIFIED BY THE GOVERNMENT*

Jan 9 – 16

$75 per night

Guest favorite

Home in Valley Church, Antigua & Barbuda

4.91 out of 5 average rating, 82 reviews

Vacation Home with Private Pool

On route to your temporary home you will glimpse authentic Caribbean living. Traveling through small villages you will notice colorful chattel homes before arriving at your relaxing retreat. Sugar Fields Holiday Home is Perfect for chilling. Perfect for a staycation. We are confident that you will enjoy your air-conditioned bedrooms, with private balconies and your cozy, open plan indoor, outdoor living space.

Oct 3 – 10

$190 per night