Luxury rentals in Florida Keys

Find and book unique accommodation on Airbnb

Top-rated luxury holiday rentals in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness and more.

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Luxe

Villa in Fort Lauderdale

5 out of 5 average rating, 11 reviews

Modern Waterfront Villa

JamesRating, 5 stars1 week ago

I’ve stayed at quite a few airbnbs, and this is the first time I can honestly say that the house was even nicer than the pictures. What a beautiful home to stay spend a long weekend in. They had every creature comfort you can ask for. Stellar location (stunning water views). The furniture and finishings are all high end and immaculate. Everything worked (tons of TVs, automatic blinds, grills, and pool/hottub) and was easy to use. Spent tons of time in the gorgeous pool and hot tub. Had Pontoon Party pick us up the house for an incredible time out (highly recommend). Incredible time and super responsive host. Couldn’t ask for more. 10/10

Luxe

Home in North Miami Beach

5 out of 5 average rating, 10 reviews

5BR Villa Maya in Miami

CheyannaRating, 5 stars2 weeks ago

amazing property, amazing experience. Check in was easy & so was check out. The pool and backyard was stunning and well maintained. I don’t have a single bad thing to say about my stay here, was incredible and host even helped me book activities. I’ll definitely be returning!

Luxe

Villa in Aventura

4.94 out of 5 average rating, 35 reviews

Amazing private retreat w/lake+htd pool+firetable

AndrewRating, 5 stars2 weeks ago

This was a great stay! Everything was as advertised. The rooms were super clean, beds were comfortable, kitchen and grills were very new and easy to utilize. I wish the airbnb had some essentials stocked up like salt, pepper, and cooking oil, but that wasn't a big deal. The piano was a cool touch and the large living room makes this place suitable for group hangouts. The pool was great to hang out at and the way it hugs the side of the house + the direction of the sunlight, it was nice to have a little bit of shade covering the pool at all times. The kayaks worked well and the waterfront, although limited, was a nice add. Some of our guys brought fishing gear and had fun catching some of the fish in the water. Driving into the airbnb, the surrounding areas looked a little run down, but honestly once you go into the property, everything feels really nice. Lastly, the hosts were super responsive and helpful and I would stay here again.

Luxe

Flat in Miami

5 out of 5 average rating, 35 reviews

2-Story 3BD Brickell Penthouse | Heated Pool | Gym

ErezRating, 5 stars1 week ago

Alex was extremely helpful and responsive. The location is awesome, walkable to restaurants, bars. The water. The views of Miami and Biscayne bay were breathtaking. The area is safe, parking is easy in/out. The hotel makes the bellmen charge $20 service fee for their services, but that was no big deal- just know that’s a hotel policy, not the bell boys being mean or scammy. Close access to food, drug stores, easy highway access too. Would definitely stay here again.

Luxe

Apartment in Key West

5 out of 5 average rating, 15 reviews

Maya's Secret Treasure at Duval - Unique Condo

SarahRating, 5 stars2 months ago

You truly can’t beat the incredible location of this Airbnb. And like the other reviews state, it’s surprisingly quiet, despite being right on Duval St. None of us had any issues sleeping soundly through the night. I think this Airbnb was actually better than the photos - incredibly spacious, private, and so many areas to sit, hang out, and relax. The management was the best I’ve ever seen in any Airbnb as well. Response time was super fast anytime I had a question about something. You will not regret staying here!!

Luxe

Villa in Fort Lauderdale

5 out of 5 average rating, 6 reviews

Waterfront | Heated Pool | Treasure Key

JohannaRating, 5 stars2 weeks ago

This home is beautiful. I feel the pictures are great however it’s even better in person. Really clean really nice. The host is very responsive and attentive. I will definitely be coming back to enjoy more of this beautiful property! Beyond worth it

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Popular amenities for Florida Keys luxury holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great luxury holiday rentals in Florida Keys

Luxe

Villa in Fort Lauderdale

4.91 out of 5 average rating, 11 reviews

Waterfront Luxury Villa | Heated Pool | Coral Key

LexRating, 5 stars3 weeks ago

Stayed here for a business trip during spring break and was quite pleasant. Everything via pictures is what’s in the home, but the pictures alone doesn’t do it justice. Also customer service on amazing, one of our guests lost something and they were quick to help us find it and return it.

Luxe

Flat in Miami Beach

4.77 out of 5 average rating, 13 reviews

Luxurious Private Condo at 1 Hotel & Homes -945

JosephRating, 5 stars1 month ago

The place was exactly as advertised — spacious, elegant, great amenities, and the perfect location — and we enjoyed it thoroughly! Hats off to the Luxury Rentals team for taking excellent care of us. Joe

Luxe

Home in Key West

5 out of 5 average rating, 4 reviews

Plantation Tropicale at Casa East

CarolynRating, 5 stars2 weeks ago

Our group absolutely loved the pool and beautiful landscaping on the property. We felt secluded and safe. It was so nice that each bedroom had its own bathroom! Last key offered concierge services and reasonably priced late check out - very nice for those who had a late flight on departure day. Well stocked kitchen and the grill looked brand new, so clean. Great appliances as well with beverage fridge and ice machine. I’d come back in a heartbeat.

Luxe

Flat in Miami Beach

4.83 out of 5 average rating, 12 reviews

Luxury Oceanview Private Residence at W Hotel-1114

SusanRating, 5 stars3 weeks ago

Overall amazing stay at the W South Beach! Two small things to be aware of- not deal breakers but could be better communicated: 1) 1.5 baths - we were surprised that there was only one full bath for a two bedroom unit. This could have been better communicated in the listing. 2) the W recently changed the rules about use of pickleball and tennis facilities so we no longer had access to these. Luxury Rentals did supply a list of other options but none offered racquets so we were not able to play

Luxe

Home in Key West

4.8 out of 5 average rating, 5 reviews

Truman's Trove at The Annex

KristaRating, 5 stars3 weeks ago

Wonderful location, quiet community, and the property manager was amazing with communication. The home was absolutely beautiful, a great outdoor space, clean and cozy. Definitely would recommend!!

Luxe