Holiday rentals with a kayak in St. Thomas

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Top-rated rentals with kayak in St. Thomas

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Guest favourite

Apartment in East End

4.93 out of 5 average rating, 29 reviews

Point Pleasant - Spacious 2 Bedroom 2 Bath

Enjoy the wonderful views and breeze from one of the few spacious two bedroom, two bath condos at our resort. Discover the secluded Sugar Beach at the end of the nature trail in our 15-acre island preserve. Three pools and sun decks are nestled among the lush hillside. You'll enjoy award-winning dining at our two restaurants, Oceans 180 and Sun and Sea/on ocean. Some of the best snorkeling on the island is right outside your door! Scuba, jet ski, swim, or just take in the views and read a book.

Guest favourite

Villa in Northside

4.94 out of 5 average rating, 47 reviews

Sailfish Villa Beachfront Magens Bay St. Thomas!

Private beautiful Villa on the world's famous Magens Bay Beach. Enjoy swimming with Sea Turtles, Snorkeling & Kayaking on Magens Bay, just steps below Sailfish Villa with direct beach access. The property is a 4 Bed/4.5 Bath estate, a main house and two private detached cottages on the beach. Enjoy an amazing Outdoor Shower, Clear Kayak, Paddle Board and Stairs to the water! Sailfish Villa is located in the exclusive neighborhood of Peterborg, a short stroll along the shoreline to Magens Bay.

Guest favourite

Home in Southside

4.96 out of 5 average rating, 51 reviews

Salty Sway II - 2bed/2bath Beach House

Salty Sway II is a villa nestled on the coastline of Frenchman's Bay at the southern end of the island. The property has three private villas each with breathtaking ocean views. Salty Sway II is a 2 bed/2 bath unit with a loft, kitchen, spacious living room, seaside balcony, and all the comforts of home. You'll love the property's private beach and offshore snorkeling. The convenience of dining at the nearby Limetree Beach Club is great. Get the best of the Virgin Islands at Salty Sway Villas.

Guest favourite

Apartment in East End

5.0 out of 5 average rating, 42 reviews

Condo at Elysian Beach Resort East End STT

Elysian Beach Resort ~ Enjoy the entire condominium with your own entrance. Relax on the Island in our spacious condo, 3 bedroom 3 bath with full kitchen. Breathtaking views in each room and steps away from the Caribbean ocean. Full access to the beach, beach bar, pool, hot tub, & tennis courts. Two on-site beachside dining, Caribbean Fish Market & Sangria's. Five minutes away, the town of Red Hook has a mix's of restaurants, bars, gift shops, grocery store and the St. John ferry to Cruz Bay.

Superhost

Apartment in Smith Bay

4.83 out of 5 average rating, 245 reviews

Romantic Private Pool. New Remodel @ Sapphire

Privacy is located at Pavilions and Pools. It's a 5 minute walk, on flat land, to Sapphire Beach. The National Park, with gorgeous Lindquist Beach, is on the other side of the resort. Huge, private, outdoor area with lights, BBQ. Villa features new, high gloss, tile floors; 4 poster bed with king mattress; beautiful shower and a newly furnished living room We offer an airport pick up with a supermarket stop. Perfect alone time is our specialty for honeymoons and anniversaries.

Guest favourite

Apartment in East End

4.88 out of 5 average rating, 92 reviews

Entire 1st Floor 2 BR Beachfront Elysian Resort

Downtime is a large two-bedroom beachfront condo in the Elysian resort on the east end of St. Thomas. This modern escape features a fully equipped kitchen and a separate efficiency apartment for added privacy. Enjoy unobstructed views of the mesmerizing Caribbean Sea and lounge around the resort pool. Indulge in delicious meals and icy cocktails at two onsite restaurants. Local shopping and dining are just minutes away, providing everything you need for a perfect vacation in paradise!

Guest favourite

Apartment in East End

4.96 out of 5 average rating, 24 reviews

NEW Beach Level Walkout Condo, Sapphire Beach

Our sparkling-new condo has just sashayed onto the scene, ready to host your dreamy romantic escape or unleash a whirlwind of family fun. It's as open and breezy as your grandma's porch gossip, boasting a regal king bed in the bedroom (because who wouldn't want to sleep like royalty by the sea?), and a Queen sleeper sofa in the living room that graciously welcomes up to four beach-loving souls. This condo is so fresh, it's practically a tropical breeze in a pineapple-scented bottle.

Guest favourite

Home in EAST END

5.0 out of 5 average rating, 38 reviews

Private Pool in Paradise!

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Guest favourite

Villa in Water Island

4.96 out of 5 average rating, 25 reviews

2 LUX Private Suites HUGE Pool+Beach 5 Star Villa

LUX 3,000 sq. ft. BIG PRIVATE VILLA, HUGE POOL & only a 3 min walk to the BEACH! This 5-Star Dream Vacation Home is one of the finest in the Caribbean💫 And our rates for six are unbeatable! Our ‘bedrooms’ are VERY LARGE individual private suites with mahogany & coral en-suite bathrooms! Nothing compares to watching the cruise ships sail by from our 38’ infinity pool, dining Al fresco on the 60’ long veranda, endless Caribbean views & just steps from gorgeous Honeymoon Beach!

Guest favourite

Cottage in Caret Bay

4.97 out of 5 average rating, 31 reviews

Secluded Beach Front Paradise: Castaway Cottage

A 2BR/2BA secluded cottage perched ~15-20yrds from the shoreline within a hop, skip & a jump to the beach, this fantastic spot offers solitude at the water's edge. The winding road home beckons the person seeking peace and quiet, where the stars shine brighter, the sea breeze seems fresher and is truly a retreat from the day-to-day rat race. Feel free to contact me if you have any questions. Possible 2door Jeep wrangler may be available depending on pick up/drop off times

Guest favourite

Apartment in East End

4.87 out of 5 average rating, 15 reviews

Beachfront 2 Bed 2 Bath with Ocean View and Pool

The Thirsty Mermaid, a charming 2-bedroom 2-bathroom beachfront condo with unparalleled ocean views, is located directly on the pristine shores of Turquoise Bay. Wake up to the Caribbean sun and vast oceanic panorama stretching endlessly before you. The primary suite, is elegantly furnished with a plush king-sized bed, spacious closet, and an ensuite full bathroom. The guest room, offers a luxurious queen-sized bed, for a night of deep sleep and full ensuite bathroom.

Superhost

Home in Northside

4.77 out of 5 average rating, 156 reviews

PANOrama! Standalone Home 3 KNG bd AC WiFi EZPkng

Hear the ocean waves as you escape to this stand STAND ALONE P A N O R A M I C view private home. THREE BEDROOMS all A/C & KING sized beds. Big open plan kitchen with a gas range. The living and kitchen areas open up to the amazing breezes and cool nights. We have a seven passenger Lexus GX 470 all wheel drive SUV for an additional $75 daily 3 Day minimum. Please ask for details. Kid and pet friendly interior. Renting a vehicle is best for this location.