Condo vacation rentals in Vaca Key

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Vaca Key condo rentals

Weekly condo rentals

A view of a marina shows several boats docked along wooden piers, with palm trees dotting the shoreline. The surrounding buildings display a tropical architecture style, under a sky filled with scattered clouds.
Condo in Marathon
4.62 out of 5 average rating, 13 reviews

The Reef at Marathon private villa/ Marina incl

RikkeRating, 5 stars19 months ago
Wonderful place to stay. The lady in reception was extremely friendly and helpful. We used the bikes (free) but did not have time to use the kayaks (free). Our children were well entertained by fish and nurse sharks in the small harbour and we had a great time in the pool. Definitely a place I will recomend.
A shaded Tiki hut is set by the beach, featuring a large white picnic table underneath its thatched roof. The sandy shoreline extends toward the crystal blue water of the Atlantic Ocean, with beach toys visible in the background and distant kayaks nearby.
Condo in Marathon
4.78 out of 5 average rating, 9 reviews

Updated 2/2 on the Ocean with private Beach & Pool

KarlyRating, 5 stars23 months ago
Enjoyed the great room location with cold a/c, quiet atmosphere, perfect saltwater pool, and beautiful views. We got to enjoy seeing manatees, dolphins, and iguanas from the property. There are quite a few great places right near for a quick good sandwich or bait for fishing. Will definitely be back!
Guest favorite
Condo in Marathon
5 out of 5 average rating, 5 reviews

2BR Spacious Condo, Balcony, Great Location

JohnRating, 5 stars4 months ago
Check in/check out was easy! Nice and clean, pool and hot tub area was clean and the pool was nice and warm. We will definitely be check CoolVacay's properties for our next vacation.
Guest favorite
A shaded palapa features a large dining table made of white wood and is positioned on the sandy beach. The ocean sparkles in the background, reflecting sunlight. Thatched roofing provides a tropical touch, while hammocks and kayaks are visible in the distance.
Condo in Marathon
4.83 out of 5 average rating, 6 reviews

Beachfront Condo on Coco Plum Beach w/heated pool

JenniferRating, 5 stars11 months ago
This was a beautiful place to stay that was off the busy road and afforded less traffic and noise. It was still very convenient to all restaurants and activities in Marathon. The condo was very clean, beds comfortable, updated kitchen, and just great overall. There is a pool available and you are just a few steps from the beach. We would definitely recommend it to others, and stay here again.
Guest favorite
A view from a balcony presents clear waters reflecting the sky. Several palm trees line the shore, enhancing the natural scenery. The horizon features a distant bridge, contributing to the coastal ambiance.
Condo in Layton
5 out of 5 average rating, 10 reviews

Oceanfront, gated 3 bedroom condo with boat slip.

GabrielaRating, 5 stars11 months ago
very charming and spacious place. the master bedroom (captains quarters) is massive, and my two friends and I had more than enough room to spread out. There were plenty of towels and items for daily living (well stocked kitchen, laundry items, grilling utensils). the pool is separate from a condo but a short walk away. We had a hard time initially locating our condo b/c we didn't see a unit # outside the door itself, and went up/down the flights of stairs a few times before we found it. But once we did, it was smooth sailing. (2nd floor, take a right.) Gorgeous views and spacious patio!
A sandy beach stretches along the shoreline, lined with lounge chairs facing the calm ocean. A single palm tree stands prominently against a clear blue sky, with gentle waves lapping at the shore in the background.
Condo in Islamorada
5 out of 5 average rating, 3 reviews

Large 1 Bedroom Oceanview Condo With Two Balconies

HaikoRating, 5 stars10 months ago
Adam is a great host. The apartment is in a resort that is great. Room was nice and spacious. Would book again
Top guest favorite
A sandy beach area is framed by palm trees, with two yellow lounge chairs facing the turquoise ocean. A Tiki hut is visible in the background, adding to the serene beach setting and offering a place for relaxation.
Condo in Tavernier
5 out of 5 average rating, 5 reviews

Oceanfront 2 bdrm, 2 bath, View, Pool, Islamorada

MichalRating, 5 stars6 months ago
We stayed here for the Thanksgiving week. The place was nice, clean, and quiet. My kids enjoyed the playroom and the pool. The condo had plenty of board games to keep the kids entertained. The Keys have lots to offer, so there is always plenty to do. Donna was very responsive, the check-in was very simple, and we had a great time. Thank you for hosting us.
An outdoor terrace is furnished with a large dining table, comfortable seating, and a grill. Large windows offer views of palm trees and a lagoon-style pool, while a ceiling fan adds a cooling feature. Natural light brightens the space, creating an inviting atmosphere.
Condo in Islamorada
4.83 out of 5 average rating, 6 reviews

Islamorada Penthouse with Private Beach & Pool!

KimberlyRating, 5 stars1 month ago
I can't express enough how beautiful this property and condo are. The pictures are very accurate, but in person this place exceeded our expectations. We stayed at this penthouse unit with 3 other couples (there were 8 adults) and we couldn't have been happier. The accommodations were top-notch. The bedrooms and bathrooms were very spacious and comfortable. One couple slept on the pull-out sofa in the very large living room, and they found it to be super comfortable (and they got to wake-up to a magical view of the pool and ocean each morning). The kitchen was well stocked with everything we needed for the limited cooking we did while there. And having laundry facilities in the condo was super nice for throwing the pool towels into the washer and dryer at the end of each day, as well as doing a mid-vacation load or two. The property was pristine and in a great location, close to many restaurants and water activities. We're already talking about going back!

Pet-friendly condo rentals

An open living area is highlighted by a vaulted wooden ceiling and features a combination of comfortable seating. A glass dining table is complemented by white chairs. Large windows provide views of the lagoon, while a staircase leads to an upper level.
Condo in Islamorada

180 Degrees of Ocean Views, Lagoon and Florida Bay

NatashaRating, 5 stars5 months ago
The house was exactly what we needed for our family vacation. We all felt super at home. The kids made their space on the patio and loved the outdoor TV. We fished from the pier and beach, took day trips, and enjoyed dinner nightly on the patio. overall, exceed expectations.
Superhost
A resort-style pool area is featured, surrounded by palm trees and lounge chairs. Shade is provided by large umbrellas over the seating. The pool surface reflects the clear blue sky, creating a serene and inviting environment for relaxation.
Condo in Marathon
5 out of 5 average rating, 3 reviews

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants

MichaelneuroRating, 5 stars5 months ago
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.
Guest favorite
An outdoor seating area is set on a patio, featuring brown wicker furniture with soft cushions. A small table is placed between two chairs, and a variety of plants decorate the space. The marina with boats and palm trees is visible in the background.
Condo in Layton
4.85 out of 5 average rating, 13 reviews

Keys Getaway- 2 bedrooms w/Boat Dock, Pet Friendly

TinaRating, 5 stars1 month ago
Lynn was great! The accommodations were as described and she went above and beyond to make our stay comfortable. We were a group of 6 guys visiting the keys to fish.
Guest favorite
A cozy bedroom features a white headboard above a spacious bed, adorned with light blue pillows. Soft lighting is provided by two bedside lamps, and decorative candles are placed on a shelf above the bed, enhancing the coastal theme.
Condo in Marathon
5 out of 5 average rating, 6 reviews

Seashells Getaway - Boat Slip, Ramp, Pool

TaraRating, 5 stars6 months ago
Hello. We Booked this place so I could be in the sun on a lounge chair and husband could fish. It was exactly what we wanted. We were able to hang out together and both get what we wanted. He caught fish like crazy! Place is beautiful and exactly how described. Getting an Uber/lyft was easy. Sombrero Beach was beautiful. Ana was excellent to communicate with. Condo bed was very comfy and the bedroom dark. The use of a cooler and beach chairs was appreciated. Would not hesitate to book again.
Guest favorite
A bright kitchen and dining area features modern appliances and a spacious counter. A round table with four rattan chairs sits beside large windows, allowing natural light to fill the space. A door opens to the balcony, offering easy outdoor access.
Condo in Layton
4.92 out of 5 average rating, 12 reviews

Spacious Waterfront 2 bedroom w/dock. Pet Friendly

SuzanneRating, 5 stars1 month ago
We have stayed in the upstairs unit twice and rented a boat and both times have been fabulous! The marina is beautiful and the water is so clear most days that you can see a ton of fish - like an aquarium. We watched the sunset over the water everyday. The boat was clean and was perfect for cruising around fishing and snorkeling. Lynn the host, was always attentive, informative and kind. We will come again.
A well-maintained pathway is surrounded by white buildings, showcasing a tropical landscape with vibrant red plants. The gravel drive leads towards parked vehicles, while spacious balconies overlook the courtyard area, emphasizing a relaxed community atmosphere.
Condo in Islamorada

Peaceful Palms- Islamorada's Newest Address!

Condo rentals with a pool

Guest favorite
A spacious outdoor heated pool is surrounded by sun loungers and tropical landscaping. Palm trees provide shade, while the ocean is visible in the background. The pool area offers a relaxing atmosphere with ample seating for guests.
Condo in Key Colony Beach
4.96 out of 5 average rating, 206 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

YolandaRating, 5 stars3 weeks ago
Kim was a wonderful host. Always responsive and provided a ton of recommendations for restaurants and things to do. They really thought of everything and I was completely satisfied with the amenities. The biggest issue we had was that we couldn’t swim at the beach. Full of Sargassum every day. There are jetty’s on each side of the beach that trap it there unfortunately. Pool was warm so not very refreshing. We ended up using the outdoor showers to cool off mostly. The balcony is facing the side of the property versus the ocean, so u are looking at the building next door. Also very small and directly in the sun most of the day. None of our concerns had anything to do with our host. Just providing tips and feedback. Would highly recommend this host!
Lounge chairs are arranged on an expansive green lawn, with palm trees swaying gently nearby. The ocean is visible in the background, reflecting the blue sky and scattered clouds.
Condo in Key Colony Beach

Stunning tropical Ocean view condo

MichaelRating, 5 stars1 month ago
I don’t want to say too much because this place is a jewel. The owner is fantastic to communicate with; very friendly and laid back. Perfect place for a family with two kids. Private beach. Peaceful! Grills right by the beach with tables under a tiki hut. Excellent restaurants. Great activities and state parks all around Marathon. I’ve said too much, this place will and should be booked all the time!
Condo in Tavernier
4.83 out of 5 average rating, 6 reviews

Oceanfront with unbelievable views

MegRating, 5 stars2 months ago
The view is beautifully tropical with the ocean water alternating turquoise blues! The white sand beach, palm trees and sparkling pool added to the ambience. The condo had everything we needed, beach towels, umbrella and beach chairs were a plus. There is a high school next door so you can expect high school activities. As it was our first experience in the keys, the location worked well for us. We could go back and forth across all the keys and experience what they had to offer.
Guest favorite
An aerial view showcases the community's vibrant grounds, featuring a 65-slip marina with boats docked alongside red-roofed buildings. Lush greenery surrounds the area, leading to the tranquil blue waters of the bay, complemented by the distant shoreline and open sky.
Condo in Islamorada
4.75 out of 5 average rating, 65 reviews

Bayside Condo with Marina, Beach and Pool

PaulRating, 5 stars2 months ago
The accommodation and the host delivered what they advertised and exceeded expectations by far. We had a fabulous week in The keys.
The image captures a vibrant view of a private boat dock positioned over calm, turquoise waters. Surrounding greenery sways gently in the breeze, framing the serene waterfront scene under a bright blue sky, reinforcing a tranquil atmosphere.
Condo in Marathon

Waterfront Dream Condo with Panoramic Views, Near

MicheleRating, 5 stars7 months ago
Beautiful condo right on the water. Heidi was very helpful and responded quickly to questions. Would definitely stay in the condo again.
Top guest favorite
Condo in Islamorada
5 out of 5 average rating, 26 reviews

Luxury condo with boat slip overlooking the bay

KerrinRating, 5 stars1 month ago
We have stayed at Lee and Loretta’s home several times over the past few years and it never disappoints! Clean, spacious, well appointed and comfortable - both Lee and Loretta are extremely responsive with any questions we have had during our stay - we love it there!
Guest favorite
An aerial view captures the oceanfront property showcasing lush greenery and inviting private beach access. Bright blue rooftops of the buildings contrast with the turquoise waters. Lounge areas with tiki huts and a heated pool are visible near the shore, promoting a relaxed outdoor atmosphere.
Condo in Key Colony Beach
4.92 out of 5 average rating, 237 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

MikeRating, 5 stars2 weeks ago
We had a great stay at Kim's for our 25 year anniversary. The spot was even better than the pictures. And Kim was a great host, very proactive and extremely helpful. We'll definitely look to stay there again in the near future.
A sandy beach area features rows of lounge chairs facing the ocean. Lush greenery is visible to the left, alongside a small tree. The calm water reflects blue skies dotted with soft, white clouds. A wooden pier extends into the ocean on the right.
Condo in Tavernier
5 out of 5 average rating, 4 reviews

Two Panoramic Ocean Front Views in 4314

JennyRating, 5 stars5 months ago
We enjoyed our stay, and we loved the beautiful views from the balconies and pier. The pool and hot tub were awesome. The beach was very pretty, but there was a bit too much algae for us. If you plan to make coffee, and/or wash your clothes, make sure to bring your own supplies as they are not provided.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Vaca Key
  6. Condo rentals