Vacation Rentals & Condos in Grand Cayman

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3,486 condos

Match: Swing set or jungle gym Swimming pool Pets

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$115

Family Studio at Tropical Akumal Jungle Camp - Best for you Budget!

Akumal apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Much more than we expected!” Fabian and Dana are so accommodating and laid back... this jungle condo was a great, centrally located "nature retreat" for our action-packed family vacation. Lovely flora and fauna & unexpected jungle sounds... including monkeys and interesting tropical birds :) We chose the spot for its proximity to akumal beach, which was an easy drive, but not walkable with kids b/c of the distance and big highway to cross. Car was necessary. We loved using the beach chairs and boogie boards generously shared :) The condo itself was clean and simple with tasteful, modern furnishings, including on-demand hot water and aC with humidity control... pretty luxurious for their rates! Wish we had stayed longer to just hang out more on the patios, in the pool, etc. Only one minor complaint: pillows were too large for our old, cranky necks, but we fixed that by rolling up the comforter across the head of the bed. : ) Thank you for everything, Fabian and Dana!

Match: Swing set or jungle gym Swimming pool Pets

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Price per night from

$69

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Sunshine Paradise Villa * Richmond Estate

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$276

Extremely Central in Playa Del Carmen

Central Playa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$98

itti Barry Villa Near Dunn's River Falls

Mammee Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$620

Sea Gazer * Columbus Heights

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$115

New AKUMAL Queen Jungle Studio with WIFI & AIRCO

Akumal studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swimming pool, Swing set or jungle gym, Pets

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Price per night from

$58

Sunburst Studio Suite with Beach Access and Pool View

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$115

Executive 2E7 Only Bed

Playacar private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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$56

2 Bedroom Apt, 6 Minutes away from Airport Montego Bay

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Looks exactly like the pics.” I would stay here every trip to Mo Bay!!! The owner met me at the airport on time, was friendly and offered a ride. Since I already had a ride we followed him to the property. If I was not with a local I would of got lost for it was several twist and turns before entering the locked gates of the property. Close drive to everything. The neighbors were friendly. As I entered the 3rd floor apartment it felt like home. Every room looks like the pictures posted. We were provided pots, utensils, plates, drinks (liquor), wifi, cable, stereo system, telephone, linens, basically everything as if you were home except for food. Ac is only in the master bedroom however there was a breeze during the day (please note I traveled in October when it is much cooler in Jamaica). The first day I took a cold shower but the rest of the days I had hot water. I like nice views and I could see the ocean from the living room. Thanks Ian!!!

Responds fast! avg. 3 hours 53 minutes

2 of 3 match: Swimming pool, Swing set or jungle gym, Pets

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Price per night from

$80

High View Villa

Montego Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$689

Spacious beachfront condo

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Awesome Week” My son and I spent a week at Sea Palms. Can't say enough about it; the condo is clean and well maintained. The views of the ocean and sun set are spectacular, and having Miss Rose (the house keeper) cooking meals that made it hard to put down your fork. In the evenings we would sit on the balcony and watch the ocean drinking fresh coconut water and eating fruit we picked up at roadside stands. My son would have bobbed around in the protected cove all week long. All the tropical fish you see snorkeling around in the cove are amazing. There's almost no reason to leave the grounds, but if you do there's plenty to do right near by: Dunn's River, Dolphin Cove, Beaches, shopping down town Ocho Rios. If you're looking for a place where you can slow down to the island pace of life, this is a great spot. You can head out and find something new to do every day or just sit on the private beach and forget about life for a while. Looking forward to going back!!

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$123

Villa Nicte Tulum 2

Tulum villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$115

Coral Cottage Jamaica - Caribbean Seaside Villa

Little Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$402

Casa Cenote Quiet Beach Bungalow in Tulum!

Tulum b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$201

Beach Studio 6, Ocho Rios, Jamaica

Ocho Rios studio

  • Studio
  • 2 bathrooms
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$114

Studio suite for 2 guests

Playa del Carmen studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$64

Quiet location: compact & comfortable apartment

Puerto Aventuras apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 48 minutes

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$144

Shotover Gardens Estate - cottage with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$58

Casa Sak-Nah Suite Caribe 2 Ocean View

Puerto Morelos apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$92

Alma mia Department ecofriendly x rent

Playa del Carmen apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

2 of 3 filters match

Price per night from

$64

Casa Sak-Nah Studio Sak-Nah 1

Puerto Morelos apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$104

Scotch on the Rocks Villa, Ocho Rios, Jamaica

Ocho Rios villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Great Family Vacation” Excellent facilities, wonderful staff with extraordinary cook, food exceeded expectations as well as accommodating children's requests. Pool, kayaks and snorkeling gear provided, we took kids fins and goggles. Would not hesitate to return.

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$2,006

Casa Sak-Nah Suite Jardin 3

Puerto Morelos apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$69

Datura Villa

St James, Montego Bay villa

  • 5 bedrooms
  • 15 bathrooms
  • sleeps 10

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$1,148

Casa Colonial, Cozumel Villa Indigo, #1

Cozumel villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“Wonderful experience” We stayed at Casa Colonial for a week and truly enjoyed it. Sara was a great and attentive host. She was very helpful in recommending and guiding us to all the good (and non touristy) restaurants and shops. She always ensured we were very comfortable. The villa has a very open plan with a beautiful garden, pool and a Jacuzzi. There are a lot of pet tortoises (with whom our daughter played for hours) and humming birds. Once you enter into the villa, it feels like you have entered an luxury oasis. Its very tranquil. Each of the condos is tastefully furnished and since each unit has two levels, guests can enjoy their own personal space. There are hammocks in front of each unit. This is where our teenager spent most of the time either reading or watching surfing the internet on his iPhone (yes, there is a free Wifi, too). The maid service was very good, too. Overall, we had a very wonderful experience. Our whole family enjoyed the stay thoroughly and we look forward to visiting, Casa Colonial and Sara again.

Responds fast! avg. 55 minutes

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

2 of 3 filters match

Price per night from

$209

Recently Updated 1 Bedroom

Cancun condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

2 of 3 filters match

Price per night from

$91

Coral Cottage Jamaica - Seaside Bed & Breakfast

Little Bay b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$150

Hacienda Mágica - Beach Front 5-14 Beds, FULLY STAFFED! - Riviera Maya Haciendas

Puerto Aventuras villa

  • 10 bedrooms
  • 14 bathrooms
  • sleeps 28

“The best & most picturesque beachfront hacienda on the Riviera M” My husband and I had the pleasure of staying at Hacienda Kukulkan during our Mexico trips, and consider it by far, the most gorgeous private home on the beautiful Mayan coastline! So look no further, you have found your dream vacation home in the Caribbean! From the minute we walked in, it completely took our breath away! The front of the house opens to a big tennis court on the left. There's even a fully equipped gym with panoramic views of the ocean, all which gave us the added motivation to work out on our vacation! ? The center of the house has an open air courtyard with a cute pond, and pretty patio furniture, and all rooms are built around it, some with spectacular ocean views. We spent many a night doing dinners under the moonlight and breakfast when we wanted to just laze in. The maids did a wonderful job with cooking & housekeeping, going out of the way to make sure we were comfortable. What is so impressive is that every room and every piece of furniture is custom designed! We spent hours in the fabulous pool overlooking the ocean, with music playing in surround sound throughout the villa. The location was awesome! Puerto aventuras surrounding a beautiful dolphin marina is convenient, close to all the night life & shopping at Playa and also the fabulous Tulum beach ruins. We felt safe and secure in this gated community! 3 years later, we were back to get married & the ambience was surreal! The courtyard, steps from the ocean, was perfect for our Reception, with Cocktail Hour by the pool. We hosted our family there, and the 8 bedrooms were more than sufficient to accommodate all. Our wedding was a huge success and our guests cannot stop talking about the gorgeous hacienda! We highly recommend Hacienda Kukulkan as your abode, to enjoy paradise in style! Like us, you would go back!! We are thankful to the owners (Rick & Sandy Spell), Marina of Riviera Maya Haciendas & Eddie, and maids like Mariana who made our stay there so memorable!

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$3,388

Hacienda Del Mar 5-15 BR, BEACH FRONT, FULLY STAFFED! - Riviera Maya Haciendas

Puerto Aventuras house

  • 15 bedrooms
  • 17 bathrooms
  • sleeps 30

“Super fabulous, very happy family...” The property and villa is exceptional. Very well decorated and has the best vibe for entertaining. Mimi was our concierge and was very helpful and welcoming. This was a surprise trip for my family. All they knew before hand was cancun airport. I had pre arranged night time chef service. That was a+. we had 15 people who were all accomadated for at ease. Anna Paulo was our main chef. She made beautiful desserts! We also had Martin as a daytime bartender, he made sure everyone had a beverage from the dock to the pool to the garden. Good stuff :) The family enjoyed taking the golf carts into the dolphin area with shops and stores. We rented them for the week. The villa had them ready when we arrived in the driveway. Best thing ever was the night entertainment. Worth every penny . Water drums and fire dancers. 1 hour show. So amazing. You feel the drums and the water color splashing about with heat from the fire ...it's quite impressive, must see! I'm already making plans for the next trip back. We felt safe. Had everything a large group needed. Very accomadating. Playa Del Carmen was pretty close by by taxi. Bring water shoes if you go in the ocean. My next trip will include a tequila tasting at villa for one of the nights and a day trip to the salt caves and everything else the same :) Super Fabulous Vacation @ Hacienda Del Mar!! Summer From Michigan

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$4,478

LUCKY 13 Pay for 13 nights, get the 14th night FREE

Cayman Brac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

2 of 3 filters match

Price per night from

$230

Shotover Gardens Estate - cabin with pool

Port Antonio log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

2 of 3 filters match

Price per night from

$35

Private & Luxurious Villa on Beach! NEW TO MARKET

Cozumel house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$1,263

VillasDeRosa: Standard Hotel Room with Pool View

Akumal apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“great location” the Office staff was courteous and welcomed me upon arrival, and showed me around. The room was clean and had a coffee maker and small refrigerator in addition to tv. Within a few steps of my door I was at the fresh water pool, a few more steps and I was on the most beautiful beach in the area! The hotel staff were attentive and friendly. The onsite restaurant was a great plus, allowing me to spend as much time on the beach or diving as I wanted, and not driving around finding restaurants. The food was fantastic! All in all, this was a great place to spend a week on the ocean, relaxing.

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$109

Two Bedroom Villa with Outdoor Pool in Cancun

Cancun house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$80

Beachfront Studio AKNA on Beautiful Soliman Bay

Soliman Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Love Nah Uxibal!!!” I have just returned home from a wonderful time at Nah Uxibal in Mexico, it is by far one of the most relaxing and wonderful experiences. I swam and snorkeled every day and spent time on the white sandy beaches reading. Nah Uxibal is one of my favorite places on earth, I always feel well taken care of and so relaxed. Victoria and Javier are wonderful care takers always available for questions or help with what ever is needed and so very kind. The property and the rooms are cleaned every day and the property is well tended to and very secure. The kitchen is stocked when we arrive and the rooms were clean and set up very nicely. This trip we hired a chef recommended by Jeannette and he was totally amazing, cooking us healthy yummy meals and such a good spirit and it was quite reasonably priced! I would highly recommend it with large groups. I have visited Nah Uxibal three times and it always has a wonderful feeling of beauty and comfort. Jeannette and Skip have created an amazing magical place in Nah Uxibal. I look forward to returning to Nah Uxibal!! it is surely hard to leave. I spent a day in Tulum shopping for gifts for friends back home and it is so easy to get there and back either driving or taking the little shuttle bus from the main road. Every time I visit I always visit the ruins either in Tulum or Coba this time I visited Ek Balam which was also amazing. I also really enjoy swimming in the cynote that are all over the Tulum area. But my favorite time spent in Mexico is at Nah Uxibal and spending time in the water swimming, snorkeling or kayaking or reading on the beach and not going anywhere. The beaches are well kept and groomed. As the days pass relaxation sets in and the worries of life melt away and it regenerates the spirit. Thank you Nah Uxibal and Jeannette, Skip, Javier and Victoria!!! I want all my loved ones to experience such beauty and regeneration of spirit!!!

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

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Price per night from

$201

Beautiful new 1 bedroom PEnt House !

Playa del Carmen penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Swing set or jungle gym, Swimming pool, Pets

2 of 3 filters match

Price per night from

$58

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