Vacation rentals in Saddle Bay

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Top-rated vacation rentals in Saddle Bay

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Guest favorite

Villa in St. John, U.S. Virgin Islands

5.0 out of 5 average rating, 125 reviews

Coral Bay Penthouse Gorgeous Tropical Island Views

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

Oct 3 – 10

$277 per night

Guest favorite

Cottage in Central, U.S. Virgin Islands

4.99 out of 5 average rating, 132 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Jan 6 – 13

$250 per night

Guest favorite

Villa in Jost Van Dyke, White Bay, British Virgin Islands

4.94 out of 5 average rating, 31 reviews

Paradise Villa overlooking stunning White Bay on Jost Van Dyke

Bring your flip flops, friends, and family to White Bay Villas to appreciate our sparkling Caribbean water, soft sand and island vibe of serenity, and relaxation. Our private 18 acre beachfront property features multiple villas overlooking White Bay – a popular British Virgin Island anchorage that includes restaurants, beach bars, incredible snorkeling, and beautiful beaches. Stay in one of our separate, standalone villas with modern amenities and experience the island charm of Jost Van Dyke.

May 12 – 19

$329 per night

Guest favorite

Condo in East End, U.S. Virgin Islands

4.93 out of 5 average rating, 134 reviews

St. Thomas USVI, Waterfront Condo, Affordable

Beautiful Waterfront Condo, in gorgeous St. Thomas, U.S. Virgin Islands, overlooking Red Hook and uninhabited islands. All 32 condos were recently renovated as of 2020. Renovations are now complete on all units, and includes new exterior, new windows, doors, glass sliding doors all to building code. Inside the condo recent updates include a new kitchen, new stove, new ceiling fans, new bathroom vanity, new furniture. Air Conditioning a split level 24k unit works great and pumps cold A/C.

Jul 24 – 31

$96 per night

Guest favorite

Guesthouse in Coral Bay, U.S. Virgin Islands

4.96 out of 5 average rating, 140 reviews

Ocean Blue Cottage

Update: New mattress as of Fall 2022! Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

Apr 22 – 29

$150 per night

Superhost

Cottage in Coral Bay, U.S. Virgin Islands

4.97 out of 5 average rating, 187 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your very own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for an active and adventurous couple interested in exploring the island. While the space is small, it definitely packs a BIG punch including a kitchenette, a/c, wifi, queen bed, full bath, valley views, and a completely private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler . What are you waiting for?!

Apr 15 – 22

$166 per night

Guest favorite

Villa in Northside, U.S. Virgin Islands

5.0 out of 5 average rating, 10 reviews

Private Villa*MagensBay*Ocean views*Private Pool

Villa Del Mar is a luxury vacation rental villa offering two bedroom suites, luxurious great room, three dining areas and five private terraces. Our guests enjoy ocean views from every room including the pool and terraces. The villa sleeps up to four guests within two private suites with king beds, en-suite bath, walk in closets, individual A/C units & private terraces with unobstructed ocean views. Suite One's private outdoor double shower looking over the palm trees is dreamy.

Aug 24 – 31

$556 per night

Guest favorite

Apartment in Cruz Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 101 reviews

Sieben Apartment * Pool* next to Hiking trails

Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand new Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

Dec 4 – 11

$420 per night

Guest favorite

Guesthouse in Tortola, British Virgin Islands

5.0 out of 5 average rating, 12 reviews

Long Bay Surf Shack

"Location, location, location!" This rustic yet charming guest studio is nestled on a hillside above one of the most sought-after and beautiful resorts in the Virgin Islands. Just a two-minute walk to Long Bay Beach and Resort, which offers an amazing spa, beach bar and restaurant. This guest studio is perfect for a couple or a family of three. Hosts have lived in the BVI for 30 years and love to share local insights.

Nov 16 – 23

$108 per night

Guest favorite

Apartment in Cane Garden Bay, British Virgin Islands

4.92 out of 5 average rating, 53 reviews

Windy Hill Sea View

Windy Hill Sea View overlooks the beautiful Cane Garden Bay with a panoramic view of the ocean and neighboring islands. This spacious one bedroom ocean view apartment offers a comfortable atmosphere to stay in during your visit to the BVI. This apartment is located on Windy Hill in Tortola in a very quite low traffic neighborhood . Windy Hill Sea View is perfect for couples or just one person.

Oct 20 – 27

$113 per night

Guest favorite

Apartment in Northside, U.S. Virgin Islands

4.98 out of 5 average rating, 111 reviews

A Peace in Paradise!

Cute 1/1 apartment located on the quiet side of St. Thomas. The property is within walking distance to Hull Bay Beach and “The Shack”. Enjoy the spectacular views from the deck located off the driveway. It includes a small grill for the “the catch of the day”. A/C, washer/dryer combo, and parking. Don't miss out on this sweet quiet Northside gem.

Jan 24 – 31

$122 per night

Guest favorite

Apartment in West End, U.S. Virgin Islands

5.0 out of 5 average rating, 131 reviews

Oceanfront Studio; No Cleaning Fee: Bella Fortuna

Enjoy waterfront living at our charming studio - perched above the Caribbean Sea! Tucked away in a quiet neighborhood on the west end of St Thomas, Bella Fortuna is the perfect escape! Enjoy the ocean view and sounds of the sea from your private patio - perfect for enjoying cups of coffee or your favorite cocktail!

Feb 28 – Mar 7

$162 per night