Vacation rentals in Isaac Bay

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Top-rated vacation rentals in Isaac Bay

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Guest favorite

Villa in Christiansted

5.0 out of 5 average rating, 80 reviews

Mojito Hill - private hilltop pool oasis!

Beautiful 1-bedroom ocean view villa with private pool. Relax on the private pool deck with brand new patio furniture featuring chaise lounges, table seating for 4, and a gas grill. Sweet dreams await you in the four-poster king sized master suite, complete with french doors that open to the pool deck and allow for the ocean breezes to keep you cool. The shower is a fully stocked oversized marble shower with room for two. A fully equipped kitchen with granite countertops and modern appliances, including a Keurig latte machine, will make you feel right at home. Mojito Hill includes many conveniences such as a smart TV, wifi, air conditioning, washer/dryer, and much more. Extra guests are no problem, as the couch features a pull-out bed. Villa Madeleine is a gated community on St. Croix’s relaxing East End, where you will enjoy the privacy, amazing views, tennis court, and close proximity to the Reef Golf Course, Duggan’s Reef restaurant, Divi Casino and Resort, Grapetree beach to the south and Reef Beach to the north. All these amenities are within walking distance, but do require traversing a steep hill, so driving is typically preferred. We have an on-island manager, and Tom & Hillery are available at any time via email/text/phone if needed. If you don't see the dates you are looking for, please message us, we also have a Splash of Lime in the same complex that has a spectacular northern facing view.

Jan 6 – 13

G$67,508 GYD per night

Guest favorite

Villa in Christiansted

4.97 out of 5 average rating, 37 reviews

Maddie's Oasis - Relax/Work with Private Pool!

Welcome to Maddie’s Oasis! Lush, tropical surroundings! In gated community! A perfect balance of work and rest! Kitchen is fully stocked! Includes Coffee Maker to Blender! A/C’s in each bedroom! Travel for work and enjoy the PRIVATE pool at sunset with a glass of wine. Here for fun and relaxing? Enjoy the pool all day or travel the Beautiful Island and explore the majestic beaches of St. Croix. Tennis courts to beach chairs we have it all and look forward to welcoming you to Maddie’s Oasis!

Sep 22 – 29

G$66,279 GYD per night

Guest favorite

Vacation home in Grape tree bay

5.0 out of 5 average rating, 22 reviews

A Wave from it All

If you're looking for Amazing Views with an endless supply of warm tropical breeze look no further! This peaceful & private villa offers you the comforts of home. Get lost on the spacious veranda as you gaze out over the horizon while listening to the waves crash below. Two bedroom suites w/bathroom offer you space to rest or refresh. If you are feeling adventurous hike the nature trails, relax by the beach or visit the local resort w/pool & bar. Separate studio apartment for parties of 6+

Dec 2 – 9

G$69,212 GYD per night

Guest favorite

Home in Christiansted

5.0 out of 5 average rating, 13 reviews

Casa Feliz. Relax and unwind on island time.

Imagine waking up, sipping a fresh cup of coffee on your expansive deck and watching the sunrise over the East End, while taking in views of the Caribbean and Buck Island, or coming back from the beach, grabbing a cold one in the outside mahogany bar and unwinding in your private pool. Enjoy an afternoon nap by the covered patio or pergola and feel the warm sea breezes. As a fulltime St. Croix resident, business and property owner for over 30 years, let me introduce you to island living.

Aug 13 – 20

G$95,272 GYD per night

Guest favorite

Apartment in St. Croix

5.0 out of 5 average rating, 15 reviews

Gorgeous East End ocean view!

Gorgeous East End location! This apartment is walking distance for hikers looking to climb Goat Hill or visit Jack & Isaacs Beach, then stop at the beautiful Grapetree Hotel & Villas for a refreshing libation afterwards. Or maybe you prefer kayaking or paddle boarding. Lovely ocean view from the entire apartment. Stunning swimming pool to cool off after a long, hot day exploring the island. Blackout curtains for sleeping in on vacay with all new appliances and up-to-date decor.

May 3 – 10

G$38,450 GYD per night

Guest favorite

Bungalow in Christiansted

4.99 out of 5 average rating, 139 reviews

Sailor's Rest, a Romantic and Luxurious Sanctuary

The real luxury of Sailor's Rest stems from the exclusivity of its location. nestled into the hillside overlooking Salt River Bay, the views and the privacy are unparalleled. Only the pool is shared with me in the main house, but I always give my guests full use and privacy, so it will seem like it is yours alone. I understand how important your vacation is and will always go the extra mile to ensure your stay delivers the luxury and serenity you deserve.

Sep 20 – 27

G$62,826 GYD per night

Guest favorite

Apartment in East End

4.95 out of 5 average rating, 177 reviews

Waterfront Cottage, St. Croix US VI

"30 Steps to Paradise" Sweet and cool 1-bedroom cottage with large porch attached to a family home, with complete privacy. Hear the sound of the waves and walk to several beaches. Located near Jack's Bay on the south east tip of the island. The cottage has ceiling fans, no air-conditioning. The pool is available for guests. The other name for the cottage is "30 steps to Paradise" because it has 30 steps from the road to the entrance of the cottage.

Oct 28 – Nov 4

G$34,894 GYD per night

Guest favorite

Condo in Christiansted

4.93 out of 5 average rating, 106 reviews

Modern 1 Bedroom 0.7 Miles to Christiansted Board

Relax in a tropical island themed getaway pad with pops of colorful, retro and modern surprises. Soak up the sunrise with light pouring in from the large picture window, while you wait for your little pink breakfast station to make your first cup of coffee of the morning. The all-new floors and shiny cabinet doors twinkle, just a little, when the sun hits them. You have found your travel sized happy place and the peace you came for.

Aug 11 – 18

G$18,084 GYD per night

Guest favorite

Guest suite in Christiansted

4.89 out of 5 average rating, 44 reviews

Villa Longpool Guest Suite

Guest suite with sea views, secure parking, and lap pool access. Double bed, high speed WiFi, spacious bathroom with shower, and private entrance. Surround yourself with beauty. Feel the tradewinds and hear the sea. Close to Point Udall. Enjoy the Milky Way at night and walk to four neighborhood beaches and miles of hiking trails from the apartment. Use of washer and dryer can be negotiated. A/C available for an extra charge.

May 24 – 31

G$28,133 GYD per night

Guest favorite

Apartment in Christiansted

4.94 out of 5 average rating, 102 reviews

Buck Island View Studio Apartment

Studio apartment with a garden patio having a great view of the Caribbean and Buck Island. Located in the lovely neighborhood of Estate Green Cay - a 20 minute drive east of Christiansted. The path to Prune Bay beach is only a 3 minute walk away from apartment. There is also access (via foot or auto) to two other adjacent beachs: Cheney Bay and Coakley Bay The area is also great for jogging and strolling on quiet roads.

Mar 8 – 15

G$26,232 GYD per night

Guest favorite

Cottage in East End

4.98 out of 5 average rating, 54 reviews

Ocean sounds, Private Studio - East End, St. Croix

Sea Breeze Studio is on the East End, St. Croix. Enjoy the breathtaking 180 degree views of the sea & the mountains. Hear Ocean waves crashing, birds chirping, watch the gorgeous sunrise. Enjoy meals on the private patio. The Studio Apartment includes a Queen bed, 1 Sofa bed, a closet, a dresser, TV, Wifi, Amazon Fire Stick, kitchenette with a small stove, microwave, toaster, a mini fridge, and outdoor BBQ grill.

Dec 17 – 24

G$21,884 GYD per night

Guest favorite

Guesthouse in Christiansted

4.98 out of 5 average rating, 96 reviews

Paradise Point! Private Cottage.

Charming, cozy guest cottage located right on the sandy beach at Turner Hole, Christiansted (East End). This spacious home has 1 full private bedroom with an additional loft which has a queen sized bed and ample space on the massive couch. The home features 1 full bathroom. The entire property has just been completely remodeled and features new EVERYTHING! This is a perfect home away from home.

Jan 11 – 18

G$54,379 GYD per night