La Siesta Resort & Villas

Superior Room, Multiple Beds (Three Bedroom Sea Glass House) | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

Superior Room, Multiple Beds, Garden View | Private kitchen | Fridge, microwave, coffee/tea maker

Superior Room, Multiple Beds, Ocean View (Marbella) | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

Superior Room, Multiple Beds (Three Bedroom Sea Glass House) | Bathroom | Combined shower/tub, designer toiletries, hair dryer, towels

4.2

Excellent(1,005 Reviews)

Resort in Upper Matecumbe Key, FL

4-Star Resort

Reasons to book

Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this resort

Beachfront, with outdoor pool
At La Siesta Resort & Villas, hit the private sand beach, relax by an outdoor pool, or spend the day at a marina.
Housekeeping is available on request.
La Siesta Resort & Villas offers 55 air-conditioned accommodations, which are accessible via exterior corridors and feature safes and coffee/tea makers. Each accommodation is individually decorated. Pillowtop beds feature Egyptian cotton sheets and premium bedding. Premium cable television is provided. Accommodations at this 4-star resort have kitchenettes with refrigerators and microwaves. Bathrooms include shower/tub combinations, designer toiletries, complimentary toiletries, and hair dryers.

This Islamorada resort provides wireless Internet access (speed: 50+ Mbps) for a surcharge. Business-friendly amenities include desks, desk chairs, and phones. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is offered on request and hypo-allergenic bedding can be requested.

A private beach and a marina are featured at the resort. Other recreational amenities include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Amenities

Pool

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Balcony or Patio

Map of Upper Matecumbe Key, FL

Nearby attractions

Everglades National Park

49.3 mi

Everglades Alligator Farm

56.5 mi

Florida Keys Aquarium Encounters

42.8 mi

Theater of the Sea

6.6 mi

Available Rooms

Suite, Multiple Beds, Ocean View (Two Bedroom Suite Ocean View)

1 King • 1 Queen • 850 ft²

Sleeps 6

You'll be directed to Expedia.com for availability & pricing

Suite, Multiple Beds, Garden View (El Faro Three Bedroom Garden View Sui)

3 Queen • 1 Sofa • 1075 ft²

Sleeps 8

You'll be directed to Expedia.com for availability & pricing

Deluxe Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (Ocean Front Cottage)

1 King • 1 Sofa • 450 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Suite, 1 King Bed with Sofa bed, Garden View (Studio Suite Garden View King)

1 King • 1 Sofa • 540 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Suite, 1 King Bed with Sofa bed, Ocean View, Oceanfront (Studio Suite Ocean Front One King)

1 King • 1 Sofa • 450 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

$$$$

La Siesta Resort & Villas

$$$$

4.2

Excellent(1,005 Reviews)

Resort in Upper Matecumbe Key, FL

4-Star Resort

Reasons to book

Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this resort

A private beach and a marina are featured at the resort. Other recreational amenities include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Amenities

Pool

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Balcony or Patio

Map of Upper Matecumbe Key, FL

Nearby attractions

Everglades National Park

49.3 mi

Everglades Alligator Farm

56.5 mi

Florida Keys Aquarium Encounters

42.8 mi

Theater of the Sea

6.6 mi

Available Rooms

Suite, Multiple Beds, Ocean View (Two Bedroom Suite Ocean View)

1 King • 1 Queen • 850 ft²

Sleeps 6

You'll be directed to Expedia.com for availability & pricing

Suite, Multiple Beds, Garden View (El Faro Three Bedroom Garden View Sui)

3 Queen • 1 Sofa • 1075 ft²

Sleeps 8

You'll be directed to Expedia.com for availability & pricing

Deluxe Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (Ocean Front Cottage)

1 King • 1 Sofa • 450 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Suite, 1 King Bed with Sofa bed, Garden View (Studio Suite Garden View King)

1 King • 1 Sofa • 540 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Suite, 1 King Bed with Sofa bed, Ocean View, Oceanfront (Studio Suite Ocean Front One King)

1 King • 1 Sofa • 450 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Reviews

4.2

Excellent(1,005 Reviews)

2.5

Nov 2024

Very roomy Great access to wonderful water activities Clean and beautiful Lots of parking Friendly staff Beds and pillows could be more comfortable.

2.0

Nov 2024

Loved our room we stayed in 405 not sure how we got this room it was my 50th Birthday so was perfect. We had other friends stay in another building but we now just want this room we will definitely be back! The shuttle service was great as well!

2.5

Nov 2024

Everything about the resort was absolutely amazing!

2.5

Oct 2024

I’ve been coming to La Siesta for a long time. To be honest, I wasn’t sure what to expect being that I stayed during a hurricane that wasn’t too far away. The staff handled everything in a great way. Had some high winds the first day there and they basically took away anything that could potentially blow away (beach chairs, games, hammock, etc..) and stored it. The next morning once the storm was over everything was put back out for use and resumed as if nothing happened. Very happy with my stay, per usual. Great service. Staff super friendly and informative. I’ll be visiting again next year.

2.0

Oct 2024

We have stayed at LaSiesta several times and have always enjoyed the stay. Some area need some updating. However, the Rum Runner water taxi with Capt. Michael and Christa is a great amenity! The shuttle service is great also.

2.5

Oct 2024

Service was top notch from the front desk, to the pool bartender and the shuttle driver!!! The room we stayed in was a bit out dated, but huge!!! We had an awesome view of the water, large living room, kitchen and so much closet space in the bedrooms. It was worth every penny and I hope we get the chance to come back again!!!

2.5

Sep 2024

Awesome property in a great location.

5.0

Sep 2024

This was a wonderful property and staff was amazing!!!!!

3.0

Sep 2024

Good. Not great.

5.0

Sep 2024

cleanness and amenities

5.0

Aug 2024

This is a beautiful spot! Lovely views and super friendly service. There are many planned activities for adults, children and families. Boat slips are also available if you are staying at the resort. There isn’t a restaurant on site, but there are ample restaurants in the area for food. Our room had a small kitchen, so that is another option-cook it yourself! There are fish cleaning stations near the boat slips so you can clean your catch before taking to the room for cooking. The staff is very friendly and super helpful for any request we had. Our stay was pretty perfect. My only complaint, if it is one, was that at the end of the day the trash, the towels by the pool and soiled room linens had not been collected. Laundry bags were left everywhere in the bushes. It’s was not in keeping with the resort’s service. The rooms are looking a little beat up, walls need repairs, bathroom mirrors are beginning to loose their silver. Beds are super comfy and we had everything we needed. The outdoor patio was very nice to sit and watch the thunderstorms at night. Nice and deep-we never got wet. It was quiet and relaxing-Thanks for a great stay!

4.0

Aug 2024

First time in Florida and travelling from Illinois. Overall the resort was great could have given a 5star. Please.be reminded that La Siesta's info/reception desk is closed at a certain time and younwill be directed to Amara Cay which is isnjust a few minutes away..Staff are very nice, service is very good. Also, don't be surprise, for there is an extra charge for your stay..I am not really sure why but it's kind of like a deposit and they keep it...not so sure if all hotel in Florida is like that but we stayed at two different hotels and they both charged us extra like $100 atleast. I Hope this help all travellers, especially those who are from far away states. Enjoy and have fun!

5.0

Aug 2024

Marcus was terrific. Made our time their very enjoyable.

5.0

Aug 2024

Love the layout and the view was amazing of the sunrise. All the windows opened up, and it was an amazing wake up.

5.0

Aug 2024

I like the rooms with balcony with views to gardens around the property and that the kayaking and paddle board were free. The food was good but expensive.

3.0

Aug 2024

Okay. Pool closes early. This resort is convenient if you have a boat to dock & want a small kitchen- but if looking for a true resort stay at sister property a few down. Have to text front desk & they leave by 6pm. The first room they put us in they said they upgraded us to a ocean view- was not good: small bedroom, sunken in junk sofa, far from parking & stunk like onion soup. Asked to move to another room w/out view & it was much better but not really the type of resort we were looking for. Looks like an old condo. We enjoyed the sister property a few doors down much better & their pool bar stayed open to 11pm.

5.0

Aug 2024

Great property the only complaint is they need to get water and power for boats.

4.0

Aug 2024

Bathroom in room 201 was horrible couldn’t open the door fully exhaust didn’t work good and there were only three towels for a party of 4. Could only use the equipment offered until 4 which is pathetic as it’s still blazing hot at 4 am. Not even a roll of paper towels or extra toilet paper were available. For all the money that we spent this place won’t be one I recommend

3.0

Aug 2024

The 1st thing you see when you walk inside the room is the bedroom without any outdoor view. There is a hallway that goes through to get to the living room/dinning area where you finely get to see the outside. Toilet seat was broken and sink drainage was clogged. The pool was cloudy and did not seem clean at all. The kayak was a nice option, and the complimentary morning snacks as well. I love dogs, however I saw some poop in the walkway. There should be a designated are for walking dogs other then all over the place.

2.5

Aug 2024

We had a wonderful stay. The resort staff are friendly and make you feel welcome. Our room was clean and well equipped.

5.0

Aug 2024

Great dock and access to water

4.0

Aug 2024

The room was clean and spacious. The pool was very nice, very clean, and not very crowded. They don't have a full bar at the pool or beach. Moreover, the beach was not really usable except as a boat launch. There is a small beach studded with rocks and seaweed next to a small boat dock for small boats with numerous piers. You could fish from the piers but you can't really swim in the ocean from the beach. They do offer kayaks and paddleboards but if you're looking for a kid friendly place to splash in the ocean surf, this wasn't it.

5.0

Jul 2024

Had a great stay!

2.5

Jul 2024

Very good place ,family very happy

1.0

Jul 2024

The pool area was in very poor shape. The pool had mold everywhere, the women’s bathroom was falling apart. The pool also closed at 7pm! Very disappointing for kids as they wanted to stay and play. Our rooms phone was broken, the fridge wasn’t plugged in upon arrival and took forever to cool a So we had to throw some food away. I asked many times for the phone to be fixed but it wasn’t so we had to walk to the desk every time we needed anything. The bartender, Marcus was fantastic though.

5.0

Jul 2024

Beautiful property, clean spacious rooms, very friendly and helpful staff. I was so pleasantly surprised. We will definitely come back to stay here the next time we visit the keys!

5.0

Jul 2024

The staff was amazing

5.0

Jun 2024

We will def Be back!

5.0

Jun 2024

Expected housekeeping and in-room coffee to be replenished daily. Other than that, we will 100 stay here again! Amazing!!!!

5.0

Jun 2024

This small resort was a happy surprise. The grounds were beautiful. Everything was really clean. There were lots of lounge shares to sit and relax by the pool or ocean. And the staff were very friendly. Especially Marcus at the cafe.

5.0

Jun 2024

good service

5.0

Jun 2024

Staff very helpful and attentive, well maintained the property, excellent views, good option for big families.

2.0

Jun 2024

Stairs, some property amenities were broken, no specifics on garden view. Staff was rude and not very helpful.

5.0

Jun 2024

I really enjoy my stay !!

5.0

Jun 2024

Resort was beautiful. Staff was friendly and easily reached by text.

2.5

Jun 2024

It was great

4.0

May 2024

Like the bracelets. Convenient way to get in and out of the room. Hassle free ordering food, checking in & out. Wish there were more indoor activities though, it was quite gloomy when we stayed so nothing much to do when in the hotel. But I love the peace & quiet. Very nice hotel. Overall, we loved our room, the staff and the hotel.

5.0

May 2024

Everything was magnificent

5.0

May 2024

We loved staying here. Our room was spacious and beautiful. The beds were comfortable and we had a great balcony overlooking the pool with a view of the ocean. The property is beautifully landscaped and kept immaculate. The pool was lovely with a tiki bar serving beer, wine and some snacks. We had access to the sister facility just a few blocks away with a full restaurant and bar. Kayaks and paddle boards were complimentary so we took kayaks out one day and really enjoyed that. All the staff were super. I had one small issue r/t housekeeping and management was very responsive. Only complaint really would be that there was not available parking close to our room. The spaces were taken and people have boats and trailers parked on site. Having said that, it was still just a short walk to our room so we pulled in to load/unload our stuff then parked near the office. We would definitely stay at La Siesta again!

5.0

May 2024

Beautiful property with amazing ocean views great pool area

FAQs

How much does this resort cost compared to others in Upper Matecumbe Key?

The average price for a rental in Upper Matecumbe Key is $738 per night. This rental is $286 less expensive than the average.

Is parking included with this resort?

Parking is not specified as an available amenity at La Siesta Resort & Villas. For more information, we encourage you to contact the property about where to park.

Is there a pool at this resort?

Yes, a swimming pool is available for use at La Siesta Resort & Villas. Enjoy the water!

Is La Siesta Resort & Villas pet friendly?

Unfortunately, this resort is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at La Siesta Resort & Villas?

We found 6 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and balcony or patio.

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Outdoor pool, cabanas (surcharge), pool umbrellas

4.5

Excellent(1,002 Reviews)

Islander Resort

Hotel

in Islamorada

4star

1 king bed, 1 sofa bed

Garden · Pool · Air conditioner

Nestled in Upper Matecumbe Key, this Hotel is perfect for your next vacation. Enjoy Islander Resort's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

La Siesta Resort & Villas

Resort in Upper Matecumbe Key, FL

Reasons to book

About this resort

Amenities

Map of Upper Matecumbe Key, FL

Nearby attractions

Available Rooms

Suite, Multiple Beds, Ocean View (Two Bedroom Suite Ocean View)

Suite, Multiple Beds, Garden View (El Faro Three Bedroom Garden View Sui)

Deluxe Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (Ocean Front Cottage)

Suite, 1 King Bed with Sofa bed, Garden View (Studio Suite Garden View King)

Suite, 1 King Bed with Sofa bed, Ocean View, Oceanfront (Studio Suite Ocean Front One King)

La Siesta Resort & Villas

Resort in Upper Matecumbe Key, FL

Reasons to book

About this resort

Amenities

Map of Upper Matecumbe Key, FL

Nearby attractions

Available Rooms

Suite, Multiple Beds, Ocean View (Two Bedroom Suite Ocean View)

Suite, Multiple Beds, Garden View (El Faro Three Bedroom Garden View Sui)

Deluxe Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (Ocean Front Cottage)

Suite, 1 King Bed with Sofa bed, Garden View (Studio Suite Garden View King)

Suite, 1 King Bed with Sofa bed, Ocean View, Oceanfront (Studio Suite Ocean Front One King)

Reviews

FAQs

How much does this resort cost compared to others in Upper Matecumbe Key?

Is parking included with this resort?

Is there a pool at this resort?

Is La Siesta Resort & Villas pet friendly?

What amenities are available at La Siesta Resort & Villas?

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