House holiday rentals in Southside

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Top-rated house rentals in Southside

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Guest favourite

Home in Southside

5 out of 5 average rating, 12 reviews

Ocean Nest #1

Welcome to our Caribbean paradise! Nestled among swaying palm trees and overlooking the turquoise waters, our newly renovated 4-BR home offers the ultimate tropical escape. The open-concept living area, comfortable seating and panoramic terrace views of the ocean creates the perfect setting for relaxing evenings with loved ones. Whether you're seeking a family vacation or a gathering of friends, Ocean Nest promises an unforgettable experience filled with comfort, adventure & endless memories.

Guest favourite

Home in Southside

5 out of 5 average rating, 18 reviews

Ocean View, Near Town, Backup Power/Strong Wifi

Brand new! Unwind in this stylish, tranquil retreat with breathtaking panoramic ocean views. Feel the Caribbean breeze as sailboats pass & the sun sets over the water. Enjoy sights of St. Croix, Puerto Rico, Water Island, and lush gardens. Minutes from Havensight & Charlotte Amalie, this private retreat features a deck, parking, and a pullout couch. Solar & battery-powered for uninterrupted comfort. Jeep rental available. Beach chairs, cooler, and concierge service included for a seamless stay!

Guest favourite

Home in Estate Bovoni

5 out of 5 average rating, 11 reviews

Coral Cottage Cove-Ocean Views - 3 Bedroom 2 Bath

Welcome to VCC Island Paradise - Coral Cottage Cove! Escape to this oceanfront home, featuring 3 bedrooms, 2 bathrooms, and brand-new furniture throughout. Relax in style with 4 large-screen TVs, perfect for unwinding after a day of adventures. Nested in a peaceful neighborhood, this serene retreat offers the best of both worlds-tranquility and convenience-with shops and restaurants nearby. Whether you're enjoying ocean views or exploring the island, this home is perfect for your next escape!

Home in Southside

4.91 out of 5 average rating, 33 reviews

Vista Amalie - 3 BR House / Pool w/ Harbor Views

Vista Amalie offers photo worthy views of the Charlotte Amalie harbor from the master and second bedrooms, living room, pool deck, and the lanai. Sunsets of the harbor cannot be missed. The house is open concept while the bedrooms offer separation and privacy. All 3 bedrooms have private in-suite full bathrooms. Multiple sliding doors connect the indoor and outdoor living spaces. The house is fully air conditioned and supported with a whole house generator for when the power goes out.

Guest favourite

Home in Southside

4.93 out of 5 average rating, 83 reviews

Recently Built House! - 3/3 w/ Amazing View & Deck

Just completed construction of a brand new 3 bed/3 bath house on the South Side of St Thomas. Centrally located close to beaches and restaurants. Modern amenities, high-end furniture, well insulated with cool air conditioning, huge 600 square foot deck with amazing view of the Caribbean. Two of the bedrooms have en-suite baths. Automatic backup generator. Additionally an SUV is offered through Property Manager. This House is brand new modern comfort located in the heart of paradise!

Top Guest favourite

Home in Southside

5 out of 5 average rating, 16 reviews

Villa Sunbeam. Rejuvenate & Relax w/ Ocean views.

Villa Sunbeam is located just outside the Havensight Area within walking distance to dining, attractions, & activities. This peaceful setting offers exceptional harbor views. With a polished new look, this carefully appointed, yet comfortable space, is perfect for remote working or a leisure getaway. Prince Rupert’s Cove, a beach, that is only a 2 minute walk down from the villa. Need more space for family or friends? A Private Space & Klarissas’s by the Sea are located just downstairs.

Superhost

Home in Southside

4.83 out of 5 average rating, 24 reviews

Villa Breizh- Spacious 3 Bdrm- 3 Bath

Villa Briezh, located on St. Thomas's Southside, is a stunning retreat just a short walk from Abi Beach (7 mins) and Limetree Beach Resort (10 mins) with 2 restaurants, and beach access. This spacious, beautifully furnished condo offers 3 bedrooms, 3 bathrooms, a fully equipped kitchen, and a washer/dryer. Enjoy breathtaking ocean views from the amazing deck and benefit from free parking right outside the unit. Villa Briezh combines luxury and convenience for the ultimate island escape!

Guest favourite

Home in Southside

5 out of 5 average rating, 9 reviews

Sea Sun VIlla 3/2 Villa, walk to Limetree Resort

Welcome to this beautiful, newly built,3 bed,2 bath Villa, with a 17' jetted pool & back up Solar system. The property has the perfect mix of relaxation, comfort & privacy. We are located just above Limetree Resort on the South Side of the Island. **THIS PROPERTY HAS BEEN LISTED ON AIRBNB FOR 2 YEARS & RECENTLY SOLD. WE HAD TO START A NEW LISTING AND WERE NOT ABLE TO TRANSFER THE 30,5 STAR REVIEWS, THAT WE HAVE RECEIVED. I HAVE POSTED PICTURES OF THE REVIEWS UNDER "ADDITIONAL PHOTOS"

Top Guest favourite

Home in Southside

5 out of 5 average rating, 90 reviews

Entire villa with beautiful views! Amazing

Overlooking Bolongo beach. Perfect for couples traveling together but want plenty of privacy as well. 1200 sf covered patio to enjoy sunning, relaxing, dinners with family and friends while being soothed by waves and wonderful breezes. Two bedrooms, each with full baths in main house AND two private apartments below each having the same wonderful views! Perfectly located between Red Hook for ferry to St. John and Havensight for shopping. Catch the beautiful sunrises and sunsets.

Superhost

Home in St. Thomas

5 out of 5 average rating, 32 reviews

Secluded Villa with Ocean Views

Welcome to CalypsoBlu, a secluded villa on St. Thomas with stunning Caribbean views. - Three air-conditioned bedrooms, each with private entrances - Spacious great room with living and dining areas - Covered veranda overlooking the pool and sun deck - Pool deck with chairs, table, and grill - Beautiful garden walkway and breezeway for relaxation - Complimentary concierge service for personalized trip planning - Watch sunsets and cruise ships from your villa

Guest favourite

Home in Southside

4.82 out of 5 average rating, 34 reviews

!NEW! Beautiful 4BR/3BA near restaurants & shops!

NEW LISTING! Backup Generator Powered & Minutes to Havensight, Yacht Haven, Westin, Marriott, Frenchman’s Cove, Charlotte Amalie, and a variety of shops and restaurants! Welcome to your very own Island Retreat! Escape to this stunning 4-bedroom home nestled in the beautiful Estate Bellevue, St. Thomas. Perfect for families, groups of friends, or anyone looking to experience the magic of the Virgin Islands, our home offers comfort, luxury, and breathtaking ocean views.

Home in Southside

4.82 out of 5 average rating, 11 reviews

July Special - New Lower Price!

Rare 2 Bedroom with minimal stairs! The beautiful views from the living room and bedroom will enhance your stay at this centrally-located, easily accessible condo. Active pickleball community - walk-ons welcome! Perfect for families as well as seniors, this well appointed-rental has access to three pools as well as the Bolongo Beach Resort where you can find the restaurants Mim's and Iggy's, within a short walking distance. Ask about long-term discounts!