
Resort holiday rentals in Caribbean
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Top-rated resort rentals in Caribbean
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Popular amenities for resort rentals in Caribbean
Family-friendly resort rentals

Lux 6 Br Villa @ Lifestyle All Incl 50% OFF
Thanks so much Lina! The resort and the amenities were amazing! Great service, great restaurants, golf cart, shows, and of course beaches ⛱. We will definitely book with this amazing host again!!

Key Largo Cottages w/ Free Sailboat, Kayaks + More
This cottage is in an ideal spot in Key Largo. The amenities here are outstanding - two docks, snorkel gear, kayaks, stand-up paddle boards, and sailing! Great restaurants are within walking distance, too!

Directly on sand, view of Ocean Manor Resort pool
We stayed here for the 2025 Air and Sea show. There were a total of 8, 2 of which are 3 and 5. The condo is spacious and the rooms are great. At no point did anyone feel on top of each other. There is an indirect view of the ocean, but that did not matter for us as we were on the beach for the show. Very very minor upgrades could be useful, but this is a condo on the beach that I am sure is usually always booked. Justin is SO responsive, and will help in any way possible. He gave so much information that no locals could really use. (We live here) He was so flexible with check- in, which was a concern of mine with a 3 year old that still naps. He also gave us choices for a later check out if we decided. Highly recommend!

Private room with incredible view and pool
Amazing view and vibes! Pool was so wonderful to relax by and soak in the sun ☀️ Breakfast was a great touch and a chance to try the local food. Very friendly staff!

Simpson Bay Resort and Marina
We had a great couple of days here, Patricia is a great host and went above and beyond to make us feel at home, even in a big resort like this. This place is a lot of bang for your buck. The room is bigger than it looks in the photos, my kids loved the merphy beds. We were 4 and didn't feel crowded. We didn't use the kitchen for cooking. Notice that if you want to use the gym you'd have to arrange it in advance it's not that straightforward, this is a huge place, we didn't use the resort's beach but it looked nice, we used the pool once- it's very big, it wasn't heated at all but I'm not sure if other places won't also have the same. We had a car and explored some beaches. Simpsons Bay wasn't my cup of tea, but that's because it was packed with people so I guess a lot of people do enjoy it.

DELUXE VILLA W/ PRIVATE SWIMMING POOL
Great area. It included very well rendered housekeeping service. Good amenities, large rooms. Great sea view. The question of the daily value is related to the New Year period that is one of the most expensive of the year, considered high season. I highly recommend this property.

Palm Aire 2 Bd No Resort Fees
We absolutely loved Colleen's place. It was spacious and very clean - perfect for our family of 4. The resort amenities we also fantastic. My family really enjoyed this place and the resort staff was super friendly and helpful.

Lifestyle Suite Vip Gold All Inclusive Included
Cedric was an absolute pleasure to work with. He responded to all our inquiries within moments. He was kind, caring and always helpful. Our suite was beautiful, spacious, clean and had a spectacular view. Airport transportation was worry free. There was always an endless supply of snacks and various meal options to enjoy. The staff overall are amazing, making your stay wonderful. A few comments that I have regarding the resort are no reflection of Cedric. We paid for wifi service and it was not accessible most of the time. Trying to address the service issues was frustrating. Although we understand the process for evening dinner reservations, doing it every few days rather than every day would be easier. Of course you can always go to the buffets which are great. Beautiful resort to enjoy sunshine, relax time and priceless views. Reserve your experience through Cedric. You won’t be disappointed!
Resort rentals with a pool

Private Suite at Jewel Grande Montego Bay Resort
This is a beautiful place. Beautiful condo. Beautiful resort. You can choose all inclusive, a la cart, or do it yourself, which is the best and cheapest option. The people are very nice at the resort. We liked that the catamaran trip was included in the price. The beach was very close to the resort. We would like to thank you very much for the stay. We really enjoyed ourselves. Thank you. Thank you. Agnes & Joe

Beach Resort Suite with Direct Ocean view!
Hotel is located in a great location in Sunny isles. Hotel and room was great. This is a great place when traveling with families and kids. Feels like a resort. Service is great. Room is conveniently located on 5th floor so you can get up and down very quickly. Highly recommend this place! Thank you.

2 BR Villa @ Marriott Frenchman’s Cove
Our family can’t thank Jason enough for helping us have an unforgettable vacation! He was able to accommodate our stay at the last minute and we’re so grateful! He made the check in seamless and upon arrival we were in the ocean within minutes! Jason checked in with us along the way even though everything was wonderful the entire time! He’s a great host and we look forward to booking with him again in the future!

Ocean View 3-Bedroom Suite - 5* Beachfront Resort.
This Airbnb is in a hotel. The hotel has multiple suites consisting of different apartments. It’s extremely clean and beautifully designed. This place is located right on the beach in a great location. Just walk down the beach to multiple restaurants and bars. There was a leak in the first unit and we had to be moved to another unit. The reason I did not give a bad review was because the host was super responsive and handled everything wonderfully. Plus the new three bedroom unit was a major upgrade. Extremely professional helpful and responsive host We all definitely come back very soon

La Cabana Beach Resort & Casino - Studio
La Cabana is a beautiful place to stay! We felt right at home and had all of the amenities we needed. Our host was extremely responsive to any questions we had before and during our stay. We will definitely return!

Ultimate Getaway! Private Beach Access, Pools
This resort was absolutely stunning, and we will definitely be visiting again! The beaches and pool were perfect and the Bakers Cay staff was unbelievably friendly and helpful throughout our entire trip. Both restaurants on site were also delicious and very conscientious of any allergies. I will say that since this particular Airbnb host is actually a third-party company, the communication was a little bit poor (they could not provide me with a confirmation number); however everything worked out great and the hotel had our room ready for us.

"The Coconut" at Palm Tree Villas Resort
Nothing short of amazing! We stayed here for our honey moon and this was my absolute favorite Airbnb that we have ever stayed in! The location was perfect. Walkable to the beach. Unit came with a couple chairs and a cooler so that was awesome. We got to meet the host and the grounds keeper and they were delightful! They upgraded our room upon arrival to a larger space and it was just immaculate and sparkling clean. The outside area itself is just so charming and peaceful! Great area to enjoy coffee in the morning or to relax of the evening. Already planning on coming back and renting more units with family next trip. Anna Maria island is the place!!! 🌊 Can’t wait to be back in our new spot!

Charming 2 Bedroom Suite Beach Resort
We were amazed by this property. pics weren't exactly like the unit we got, but very comparable. it was the first floor in the building closest to the beach. It was steps to the pool, the ocean and a bar Rita at the front desk was very helpful. p.s. the beds were very comfortable
Resort rentals with a gym

Atlantis Resort-Harborside-Paradise Island Bahamas
We had a wonderful time very clean and perfect all the access to the Atlantis. We went for my husband‘s birthday and we had a wonderful time. I will definitely return. I give it five stars.

Explore Key Largo! Beach Access, Pool, Parking!
The Key Largo location at Baker’s Cay is truly a gem! I would most definitely return in the future. There is so much to do and the resort is truly beautiful. I did not want to leave! The staff were also very friendly and helpful.

Club Wyndham Santa Barbara Studio
This Wyndham property was absolutely beautiful — clean, well-maintained, and very comfortable. One of the highlights was having access to their other Wyndham property right on the beach, which was a huge bonus. It made getting to the ocean easy and convenient. I’d definitely stay here again!

Beachfront Luxury Condo - Marco Beach Ocean Resort
Gary’s condo was clean and the location was excellent. It’s right on the beach within walking distance of stores and an excellent breakfast spot across the street called Stonewall’s which is a 5 minute walk. Excellent, safe parking in a parking garage. The bed was very firm but comfortable which we loved. All around great spot for a beach vacation. We would stay there again without hesitation!!

St. Thomas Villa on a Private Beach Resort
Felt very comfortable in the Margaritaville grounds. Friendly staff. Easy access to what we needed. I would definitely go back!

Morritts Tortuga Club Oceanfront 2BD/2BTH Sleep 6
Maira was the best hostess I've ever encountered and I travel a lot. She proactively called me and made sure I was well prepared not only for staying at the beautiful Morritt's but helping me find a great rental car company (Andy's), where to buy groceries and fun things to do on the island. Maira quickly responded to my texts. She's so pleasant, helpful and wonderful to speak with. She's the best! AK from WY

Ocean View Apartment w/ Full Kitchen at Lux Resort
Very comfortable and everything hassle. Thank you very much Al.

Limetree Beach Resort - Studio
This is an extraordinary unit in one of the loveliest little bays in the USVI. The view of the Caribbean from the back deck is breathtaking. We’ve stayed at Limetree several times and it is by far the best buy in quality lodging on St. Thomas.
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