Houses Longboat Key

Updating...

age 0-16
10004 Results

Relevance

Price: low to high

Price: high to low

Reviews

10,004 houses

“Beautiful Setting, Relaxing Stay” This is our second visit to Tankah Bay and it's pretty hard to beat our first stay. This was definitely comparable. The house was beautiful, clean, spacious and perfect for what we wanted. The caretakers were absolutely wonderful and very accommodating for our needs. I recommend taking advantage of their cooking skills, it will add to your relaxing experience and the food was excellent. Everyday you can stroll on the beach, take a swim, snorkel and kayak. Everything is right there, almost no need to leave the property. Within walking distance you have the Manatee Cenote, I highly recommend, just go early because it can get busy. Also, within walking distance, you have two bar/restaurants. My favorite part of the day was relaxing under the palapa, right on water, watching the birds hunt and dive. The beach side of the villa also offers privacy with a patio and lounging areas sheltered by hedges. I'd like to give a special thank-you to the property manager who provided us with fresh eggs from a local farm when the grocery store ran out of them just before Christmas. The Tulum ruins are a must see, as well as the Coba ruins. If you are adventurous, you can climb largest ruin in Coba and get an amazing view of the jungle. I could go on and on about how amazing this place is, but, you'll have to find out for yourselves! We will definitely be back and highly recommend this stunning villa. A much needed escape from the gray and cold of winter.

Match: Rental types Staffed property Pets

All filters match

Price per night from

$301

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Rental types Staffed property Pets

All filters match

Price per night from

$92

Indikanegril beach house- Negril Jamaica

Negril house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 50 minutes

Match: Rental types Staffed property Pets

All filters match

Price per night from

$304

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

Match: Rental types Staffed property Pets

All filters match

Price per night from

$4,472

These homes match some but not all of your filters. Clear all filters

MAYAN PALACE 5 STAR RESORT Junior Suite for Rent

Playa del Carmen apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$379

Orlando Florida, 3-Bedroom Lock-off Disney!

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$344

Coral Cottage Jamaica - Caribbean Seaside Villa

Little Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$402

Melissa 3 apartments

Central Playa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 32 minutes

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$52

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: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$209

House of Shells

Akumal villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$912

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: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$3,383

Gold Standard Certified - Waterfront 4 BDRM Villa in Prime Location

San Pedro villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$918

Casa Cenote Bungalow on a Beach Close to Tulum!

Tulum b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$218

Beautiful new 1 bedroom PEnt House !

Playa del Carmen penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$58

Melissa Apartments (SOL)

Central Playa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 32 minutes

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$42

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!

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$69

Casa Umaran

Playa del Carmen villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$665

A Lovely Penthouse Close to 5th Av and Beach

Playa del Carmen apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“Awesome Rooftop Condo in Perfect Playa location!” I had rented a condo one other time in Playa and I have to say the one thing that made this rental better was the personal response of the owner himself. Not only was the condo a great place but the owner made sure that the rental process was just as great. Ron was extremely helpful and supplied us with everything we needed to have the very best vacation experience. I would definitely rent Casa Dorothea again! The location of the condo is in the heart of Playa. Within walking distance to so many places including the Mega grocery store and Walmart. We had a private rooftop which is another huge asset. An awesome experience all around!

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$180

2080 OCEANFRONT ON THE BEACH 2/2 BDR ON 4TH FL

Hallandale Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 49 minutes

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$401

DoubleTree by Hilton Hotel & Spa 1/1 BED 26TH FL

Sunny Isles Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$286

Hacienda Corazon Beach Front 5-10 BR, FULLY STAFFED! - Riviera Maya Haciendas -

Puerto Aventuras villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 20

“Beautiful Home Perfectly Managed” The home was beautiful and the service was top notch. Mimi the concierge is among the best we have ever worked with.

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$4,014

DOUBLE TREE BY HILTON 1/1 ON 16TH FL

Sunny Isles Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

2 of 3 match: Rental types, Staffed property, Pets

2 of 3 filters match

Price per night from

$286

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$109

Bow Channel Manor

Sugarloaf house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$258

Cove Isles

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$198

Our Island Thing

Big Pine Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$278

Quiet Waters

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$161

South Point Shores

Sugarloaf house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$231

Big Torch Retreat

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$164

Perdido Sunrise 9b

Pensacola house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$152

Pirates Pointe

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$174

Amazing Guest House!! Bring your horses!!

Ridge Spring house

  • 1 bedroom
  • 1 bathroom
  • sleeps 8

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$344

Masters Week Rental

Aiken house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$1,508

Sprawling multi-acre Estate -300 feet waterfront

Fort Lauderdale house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$3,440

Great Famiy friendly house !!! 1/2 mile from slope

Beech Mountain house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$287

1304 Thistle St. - "Sail On Inn"

Edisto Island house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

“Great house for large groups” We were switched from another house that was not what it appeared to be on-line so they moved us to Sail On Inn. When we walked in we knew we liked it even before seeing the bedrooms. Very large open area with a table that sits 12 to 14 people if not more. 2 of the bedrooms have access to the porch. Those rooms also each have their own sink and toilet. Kitchen was well stocked with pots and anything you could need. Plan to stay in this house again. Also have a pretty good view of the ocean and the access is right across the street.

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$171

2506 Palmetto Blvd. - "Bennett Cabin"

Edisto Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$186

Purple Parrot 37CD

Pensacola house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Rental types, Pets

2 of 3 filters match

Price per night from

$98

Viewing 38 of 10,004
rentals in Longboat Key

×

Also consider