Caribbean Vacations, Resorts, Rentals, Suites and Getaways

How does the song go? "Aruba, Jamaica, oh I want to take you to..." Flamingo Island! Well, at least that's one place that should be on your must-see list. It's a private island that's home to a flock of pink flamingos you can romp around with in the blue Caribbean waters.  When you're ready for a change of scenery—away from your beach chair hammock—look no further than Gold Mine Ranch (the only horse ranch in Aruba) for horseback riding adventures, the Butterfly Farm to become one with nature, and even The Dutch Pancake House for an award-winning breakfast. No matter what you choose to do, you'll get a taste of the Caribbean here, and leaving wanting more!

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Popular Family AttractionsView All
Feed the FlamingosFeed the Flamingos
Visit the Butterfly FarmVisit the Butterfly Farm
Take a ride at Gold Mine RanchTake a ride at Gold Mine Ranch
Take a Paddleboard or Surf LessonTake a Paddleboard or Surf Lesson
Soak up the cuteness at the Donkey SanctuarySoak up the cuteness at the Donkey Sanctuary
Where To Stay

Renaissance Ocean Suites

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L.G. Smith Boulevard 82, Oranjestad, Aruba

Looking for true paradise with family-friendly conveniences? At Renaissance Ocean Suites, families can enjoy newly-renovated one-bedroom suites that include a cozy living room with an unbelievably comfortable sleeper sofa, wetbar, and microwave. This section of the resort features a private...

All Inclusive ResortsThese resorts include lodging, food, drinks, gratuities + more all in one nightly rate.

Hotel Riu Palace Aruba

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J.E. Irausquin Boulevard 79, Palm Beach, Palm Beach

Situated on a gorgeous stretch of Palm Beach in Aruba, Hotel Riu Palace is the perfect stay for any family looking for an all-inclusive experience that encompasses the true beauty and elegance of the Caribbean. In addition to the pristine waters along the beach, the resort features a supervi...

The beautiful island of Bermuda is situated in the North Atlantic and is known for its spectacular pink sand beaches and azure blue waters. With incredible coral reefs, shipwrecks, and rock formations, Bermuda is a dream for scuba divers and snorkelers! There’s lots to do on land as well, from tours around the Royal Naval Dockyard, to an outing at the Bermuda Aquarium, Museum, and Zoo, to exploring the famous Crystal Caves and underground salt water pools. A Bermuda vacation is a unique one because you can find humid, subtropical weather on a United Kingdom territory over 1,000 miles North of the Caribbean, since it is consistently warmed by the powerful Gulf stream. With its blend of culture and breathtaking landscape, Bermuda is a one-of-a-kind destination that should be on your travel bucket list! 

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Where To Stay

The Fairmont Southampton

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101 South Shore Road, Southampton, SN 02, Bermuda

The Fairmont Southampton is situated on Bermuda’s extraordinary south shore, featuring stretches of iconic pink sand beaches. The resort grounds consist of almost 100 acres of land, with vibrant gardens and soaring coconut palm trees. The Fairmont is your gateway to exploring this beautifu...

Experience the Bahamas in a brand new way at Exuma in the outer islands! Composed of 365 individual islands, including vibrant capital Georgetown, there is so much to explore in this uncharted territory. Exuma boasts unbelievably brilliant blue waters, soft white sand beaches, clear skies, and some truly unique barrier islands. The best way to experience the area is by boat of course! Don’t miss out on an island hopping adventure where you can get up close with some of the incredible wildlife in the area. Hand-feed manta rays, tour an island of iguanas, and swim with the famed wild pigs. Relax and recharge on world class beaches in between these once in a lifetime nature expeditions! A vacation to Exuma is more than just your typical island getaway- it’s an authentic adventure like none other. 

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Where To Stay

Grand Isle Resort

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Great Exuma

Grand Isle Resort & Spa is your gateway to the one of a kind beauty of the outer islands in the Bahamas. With luxurious suites, ranging from one to four bedrooms, there’s space for the whole family to feel at home in this otherworldly destination. Each of these “villas” comes equipped...

As the capital of the Bahamas, Nassau is the place to be for anyone who loves the sun, sand, and sea. With access to 3,000 feet of white sandy beaches and sunshine 300 days a year, you’re bound to find the perfect spot to lay down your beach towel. Then, catch some rays and close your eyes as your mind takes you to a faraway place while listening to the soothing sounds of waves crashing on the shore. No matter what you choose to do, however, you’ll without a doubt return from your beach lover’s escape feeling renewed and refreshed. But, don’t say we didn’t caution you that you’ll be longing to travel back to paradise sooner rather than later. 

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Popular Family AttractionsView All
Aquaventure Water Park at AtlantisAquaventure Water Park at Atlantis
Ardastra Gardens, Zoo and Conservation CentreArdastra Gardens, Zoo and Conservation Centre
Ultimate Dolphin Trainer for the DayUltimate Dolphin Trainer for the Day
Stuart's Cove Sub-Bahamas Stuart's Cove Sub-Bahamas " Underwater Motorcycles"
Cable BeachCable Beach
Where To Stay

Comfort Suites Paradise Island

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Paradise Island Drive, Paradise Island, Nassau, The Bahamas

Experience Atlantis Paradise Island Resort at a fraction of the cost! Stay right next door at the Comfort Suites, and receive a wristband with full access to the Atlantis. Enjoy a complimentary hot breakfast, then spend the rest of the day enjoying the casino, restaurants, pools, gorgeous be...

Grand Hyatt Baha Mar

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One Baha Mar Boulevard, Nassau, New Providence, Bahamas

A destination in itself, Grand Hyatt Baha Mar is a brand new premier island resort in Nassau, Bahamas. Take a swim in any of the six crystal clear pools on property or relax on a 3,000-foot white sandy private beach. Rejuvenate at the world-class spa or spend an evening gaming at the largest...

The Coral at Atlantis

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One Casino Drive, Suite 21, Paradise Island, Bahamas

Want a Bahamas vacation unlike any other? Atlantis Paradise Island is the must-see destination in Nassau. Stay at The Coral at Atlantis and enjoy moderately-priced, family-friendly accommodations while staying right on resort property and enjoying all of the luxury amenities. You'll have acc...

All Inclusive ResortsThese resorts include lodging, food, drinks, gratuities + more all in one nightly rate.

Melia Nassau Beach

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Nassau, W Bay St, Nassau, Bahamas

Enjoy the traditional island lifestyle with a modern twist! Located on beautiful Cable Beach, just minutes from downtown Nassau and the airport, this all-inclusive resort is the best of both worlds. You are tucked away in your own resort paradise adorned with modern furnishings of bright col...

If you enjoy the excitement of Las Vegas, the cultural diversity of Miami, and the beaches of Manele Bay, Puerto Rico is the place for you. Known by many of its travelers as la isla del encanto, you too will become enchanted with this island. A fusion of Spanish, African, and Indian lifestyles are placed in a tropical atmosphere of sun-warmed beaches, lush rain forests, and towering mountains. Whether you're riding the longest zip line in the world, sightseeing in Old San Juan, soaking up the sun at Isla Vieques, or drinking up the rum at a night club, Puerto Rico pulsates an intoxicating mixture of luxury and liveliness.

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Popular Family AttractionsView All
Bioluminescent Bay Kayaking TourBioluminescent Bay Kayaking Tour
Puerto Rico Castillo ToursPuerto Rico Castillo Tours
Puerto Rico El Yunque National ForestPuerto Rico El Yunque National Forest
Old San JuanOld San Juan
Jerrys Adventures: Adventure Tours in Puerto RicoJerrys Adventures: Adventure Tours in Puerto Rico
Where To Stay
Vacation Rental

Wyndham Rio Mar, A Margaritaville Vacation Club Resort

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6000 Rio Mar Boulevard, Rio Grande, Puerto Rico

Your own personal paradise is served up at the Margaritaville Vacation Club at Wyndham Rio Mar. Set on 500 of Puerto Rico’s most pristine acres; Wyndham Rio Mar puts the island’s beauty on full display. Stunning ocean views and enviable seascapes await guests along the resort’s seclude...

St. Thomas is truly the Caribbean destination with something for everyone. Relax…this is the US Virgin Islands after all, so leave the stress of getting passports for the whole family behind. Steeped in natural beauty and rich in history, St. Thomas offers both rustic charm and cosmopolitan bustle. Rugged mountain terrain gently gives way to soft sand beaches and crystal clear seas. Here you’ll find Magens Bay, consistently ranked among the best beaches on the planet. Satisfy your adventuresome spirit with snorkeling, boating, and sport fishing. Explore the land, and you will be rewarded with superb golfing, hiking, sight-seeing, cuisine, and nightlife. And the shopping…don’t forget the shopping! It is world class and duty free! So make St. Thomas your next vacation spot, and have it all.

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Popular Family AttractionsView All
St. Thomas Blackbeard's CastleSt. Thomas Blackbeard's Castle
Magens BayMagens Bay
St. Thomas Adventure ToursSt. Thomas Adventure Tours
Parasail Virgin IslandsParasail Virgin Islands
Phantasea Tropical Botanical GardenPhantasea Tropical Botanical Garden
Where To Stay
Vacation Rental

Wyndham St. Thomas, A Margaritaville Vacation Club Resort

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6080 Estate Smith Bay, St. Thomas, U.S. Virgin Islands

The Wyndham St. Thomas, a Margaritaville Vacation Club Resort, offers a chance to join like-minded Parrotheads for a getaway like no other. Nestled away on Water Bay, Jimmy Buffett's greatest hits are bound to start playing in your head as you kick back in your beachside hammock, on the shor...

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What Our Travelers Are Saying
Donna I
Jul 14, 2018
This was such an easy vacation to plan since Tripbound helped me every step of the way! Nicki was great finalizing my plans and putting in special requests! The room was much more affordable than on other sites. I would definitely use Tripbound again!
John C
Jul 11, 2018
Incredible communication. Easy to use website. A perfect company for helping plan a family vacation
Linda H
Jun 18, 2018
We have booked several trips with Tripbound. They are always very friendly and helpful, and their prices are great.
Sara McCaw R
Jul 19, 2018
Everything about this experience was perfect. From day 1 of booking to the last day when we were checking out of the resort, the whole process was seamless. The condo we stayed at in Sevierville, TN was spacious, the beds were amazing, the amenities kept our whole family entertained, and the location couldn’t have been better. I would highly recommend this rental to any family that is traveling. We will continue to use Tripbound for our future vacation accommodations. Thank you for making our vacation feel like home.