Vacation rentals with a pool in Lovenlund, Northside

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Top-rated rentals with a pool in Lovenlund, Northside

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A serene pool area features a private swimming pool surrounded by a spacious patio with lounge chairs. Lush greenery frames the setting, while soft outdoor lighting creates a welcoming ambiance. The interior can be glimpsed through large glass doors, highlighting a comfortable living space.

Apartment in East End

4.98 out of 5 average rating, 51 reviews

Private Pool • Beach Access • BBQ • King • Gen.

Welcome to your 5.0-rated "Poolside Paradise"! Enjoy your own private pool steps from your bed & a 5 minute walk to restaurants & nightlife at the beautiful & lively Sapphire Beach! ★ "What a gem!! Very private, clean, and well-stocked. Heidi was super sweet and helpful. We absolutely loved our stay and will be back." ☞ Newly Renovated ☞ Onsite Generator ☞ King Bed ☞ Fast Wifi ☞ Washer & Dryer Nearby ☞ 3 mins to Red Hook (Taxi stand near by) ☞ Parking Available ☞ Secure Double-Gated Entrance

Guest favorite

The living room features vaulted ceilings with wooden beams, large windows providing views of the water, and comfortable seating arrangements. A neutral color palette is complemented by decorative plants and light fabrics. Natural light fills the space, enhancing the open layout.

Home in Southside

4.93 out of 5 average rating, 110 reviews

Sunset Terrace – Perfect home for your vacation!

Sunset Terrace Villa offers a private and accommodating home for your Caribbean vacation! This fully air-conditioned home offers a private pool, new renovations, furnishing and spectacular views of the water and surrounding islands. Beautiful sunsets are an everyday experience and can be enjoyed inside or from the covered, outdoor patio space. Centrally-located in a safe and scenic neighborhood. Nearest beach is only a 5 minute drive. Concierge service included. Designed by Ashley-Interiors

Guest favorite

A vibrant outdoor area features a private pool surrounded by a spacious wooden deck. Lounge chairs and a dining table with seating can be seen, with tropical plants and palm trees creating a serene backdrop. Large glass doors open to the villa interior.

Condo in East End

4.91 out of 5 average rating, 230 reviews

Luxury Beachside Escape with private pool and wifi

This villa was just renovated and is absolutely amazing, plus no one can see you in our private pool or patio. Stunning views of the pool and palm trees throughout the villa. New kitchen and bathroom with luxury finishes, this beachside escape is a short walk to Sapphire beach and Lindquist beach which are two of the best beaches in the Caribbean. New king mattress, new 55" TV, Cable, DVDs, great furniture, amazing shower with garden and so much more. We promise you will absolutely love it!

Superhost

Condo in East End

4.8 out of 5 average rating, 106 reviews

Sapphire Village Resort Getaway

Kick back and relax in this calm, stylish space. This completely remodeled actual 1 bedroom is beautiful! The views are absolutely amazing. This corner unit has a full kitchen with a full size stove, full size refrigerator, dishwasher, and microwave. The bedroom has a brand new queen size bed with your own tv. The bathroom is completely redone. Just steps from the newly remodeled pool and one of my favorite restaurants on the island. Sudi’s. The crystal clear beach is just a short walk.

Top guest favorite

A serene beach scene displays gentle turquoise waters meeting a sandy shore. A person in a red swimsuit wades into the shallow water while another individual is partially submerged nearby. The horizon features distant islands under a clear blue sky, creating a peaceful coastal atmosphere.

Apartment in East End

4.97 out of 5 average rating, 30 reviews

Generator & Private Pool Sapphire Beach 5m walk 8

★★★ Beach & Pool ★★★ quick 5 minute walk to Sapphire Beach! You'll have a great time at this modern comfortable place with private pool. Perfect for couples and close family to relax & rejuvenate in totally private pool setting. Free parking, WiFi, 55" cableTV, modern large living room, full stainless steel kitchen. Close to everything. Popular restaurant/bar on premises. We offer Travel Insurance to protect from unexpected health, coronavirus and travel related issues (100% refund)

Guest favorite

A spacious outdoor deck features multiple lounge chairs arranged near a tranquil infinity pool. Lush tropical plants are placed in pots, adding greenery to the space. A shaded pergola provides a comfortable area for relaxation beside the pool.

Cottage in Saint John

4.94 out of 5 average rating, 124 reviews

"Ocean" 1 Bedroom in The Garden of Eden

Experience ocean views, AC-cooled bedroom comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with another cottage (two more cottages coming in 2025). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

Superhost

A serene beach scene is presented with tall palm trees swaying gently under a bright blue sky. The crystal-clear turquoise water is visible in the background, along with several anchored boats. Soft white clouds add to the tranquil coastal atmosphere.

Home in Water Island

5 out of 5 average rating, 3 reviews

NEW LUX Beach house BIG Pool 3 min walk to Beach!

LUXE Honeymoon Beach house 🎉🌟WOW 360 VIEWS 🐠🥂Concierge Service, pool, STEPS TO BEACH & minutes to world-class shopping dining & island hopping! 5-STAR Property! Designer interiors, gardens, steps to sand! This beautiful BEACH house on Water Island isTHE ultimate nature lover’s vacay on the most pristine, most peaceful property in the V.I🏖️ Ask for grocery & bar stocking, airport pickup, sailing excursion discounts, massage, free beach gear! We make your vacation exceptional🎉

Top guest favorite

Home in Coral Bay

4.99 out of 5 average rating, 106 reviews

Paradisea 2 Bedroom w/ Pool & Backup Solar Power

2 cozy bedrooms, fully equipped kitchen, large decks, pool, solar and backup battery power. Everything you need for a day at the beach: chairs, umbrella, coolers, toys, towels all provided. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 8.

Guest favorite

A sparkling pool is surrounded by lounge chairs under shaded umbrellas, bordered by tropical palms. The clear blue water reflects the bright sky and inviting scenery. The pool area provides a relaxing atmosphere, with easy access to nearby amenities.

Condo in East End

4.98 out of 5 average rating, 181 reviews

Sombrero Sapphire Village Studio

Newly renovated studio on the top floor of the Saba building with spectacular unobstructed views. Pool, restaurant, parking and laundry facilities on property. Short walk to the marina and to beautiful Sapphire Beach and five minutes away from Red Hook for shopping, restaurants and the ferry to St. John. Condo office with laundry and movie and book library. Secure gated entrance.

Guest favorite

A private pool is visible, with clear blue water reflecting the sky. A light-colored lounge chair is positioned nearby on the pool deck. The backdrop features a mural of a tranquil ocean scene, complemented by lush greenery around the area.

Villa in East End

4.89 out of 5 average rating, 320 reviews

Romantic Villa with Private Pool - Rave Reviews!

A uniquely romantic tropical getaway - with our own generator! - for you and your special someone or a serene escape for rejuvenating solitude. Enjoy a memorable vacation with your own private and secluded pool available 24/7, with ocean view mural, a large king-sized bed, and a restaurant just steps from your door. Easy 5-minute walk to Sapphire Beach.

Guest favorite

A private pool is surrounded by a tiled patio, featuring lounge chairs for relaxation. Sunlight reflects off the water, and a covered seating area offers shade. The nearby building is designed with large glass windows, allowing for views of the outdoor space.

Apartment in East End

5 out of 5 average rating, 17 reviews

Private Pool, Sapphire Area.

This stylish place to stay is perfect for a couples trip. Enjoy your own private pool. Close to RedHook for ferry, restaurants and stores. Sapphire beach is a 5 minute walk for the beach, marina and restaurants. High speed internet, cable tv and full property generator so no power outages.

Guest favorite

A serene view of a large pool surrounded by a deck overlooks a stunning harbor filled with boats. Lush green hills rise in the background under a clear sky, showcasing tropical vegetation and vibrant flowers near the pool area.

Home in Coral Bay

4.97 out of 5 average rating, 32 reviews

Million Dollar Panoramic Views!Huge Decks & Pool!

As seen on House Hunters International multiple times. Enter into your own boutique style resort with one of the largest pools and pristine spacious properties in Coral Bay. Two master suites, SofaBed, Pool House with Queen Bed. Sleeps up to 9. NOTE: Saturday to Saturday bookings only.