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Vacation rentals with a pool in Vaca Key

Find and book unique homes with a pool on Airbnb

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Popular amenities for Vaca Key rentals with a pool

House rentals with a pool

Superhost
Home in Tavernier
5 out of 5 average rating, 4 reviews

Waterfront Islamorada Pool Heated Home private

MonicaRating, 5 stars9 months ago
Lisa’s home was in an amazing location. Close to great restaurants. The home was cozy, lovely and very clean. The pool and backyard were wonderful to enjoy. The screened porch was great to relax and have your coffee in the morning. My son loved to catch and release fish from the dock. Very easy to communicate with Lisa and she was always quick to respond. I will definitely be back.
Guest favorite
Home in Key Colony Beach
4.94 out of 5 average rating, 49 reviews

Waterfront House - 30' Dock & Pool & Cabana Club

LauraRating, 5 stars4 months ago
We will be back! We loved it! Clean, comfortable with lots of room. We loved being able to keep our boat behind the house and the trailer in the driveway. We loved walking around Keys Colony. The Cabana Club and Sparkys Restaurant were both within walking distance. The kitchen had every gadget you could imagine. The dining table was perfect for dinners and card playing. The beds were comfy. No allergies whatsoever! Thank you so much!!
Top guest favorite
Home in Marathon
5 out of 5 average rating, 14 reviews

Waterfront home w/pool, dock & close to beach

LaurenRating, 5 stars1 month ago
We did a couples’ trip with our three toddlers and had a wonderful stay at Ruth’s place! We had everything we needed and the location was awesome - close to beautiful Sombrero beach, restaurants, nightlife and had a dock where we could dock our rental boat. Would come back in a heartbeat!
Guest favorite
Home in Key Largo
4.94 out of 5 average rating, 70 reviews

Casa Solaris | Key Largo home with Private Pool!

JessicaRating, 5 stars5 days ago
My family had a wedding in Key Largo and wanted a nice space to hold 6 people with a private pool. This place matched our needs perfectly! It's incredibly spacious, has amazing amenities and of course had the most beautiful pool and spa. I loved how there was a separate downstairs area with a kitchenette so my husband and I could have extra space as well. It was also close distance to restaurants and grocery stores. Sean always answered quickly and offered help if we ever needed it. It was the perfect house for our little getaway.
Superhost
Home in Marathon
4.96 out of 5 average rating, 23 reviews

Get Hooked private pool and dock

SydneyRating, 5 stars6 days ago
We had a wonderful time last week at Sheri's AirBNB. The place was perfect for our group (three couples). Plenty of space for all of us, great places to hang out at the pool or the balcony. Great dining area and kitchen to gather. Beds were very comfortable and the decor and overall presentation of the house exceeded our expectations. Perfect location in Marathon. We were all very happy and had a great trip.
Guest favorite
Home in Marathon
5 out of 5 average rating, 10 reviews

Sunset keys villa w/Den, pool, Firepit &Boat space

MichelleRating, 5 stars1 month ago
Everything about Lazaro’s stay was 5 Star!! He was easy and friendly to communicate with and went above and beyond to make our stay a delight. The property itself was perfect. Everything is brand new and it was one of the best stocked places I have stayed, from the decor to the spacious layout to the stocked cabinets. The fully fenced yard was perfect for our dogs who enjoyed it very much. The location is on a quiet street in the heart of Marathon with so much close by. Ideal!! Truly a 5 star stay and highly recommended.
Superhost
Home in Marathon
4.74 out of 5 average rating, 61 reviews

Gorgeous 3/2 SFH Brand-new pool&spa, 30ft dockage

BethRating, 5 stars2 weeks ago
It really is the perfect place to stay. We picked this house after our last trip to FL where we rented a beach house only to have high winds and man of war jellyfish so couldn't get in the water at all. This place with its amazing hot tub and pool, tons of pool toys and floaties, books and games, would be a wonderful vacation even if you were stuck there the whole time due to bad weather, These owners have done a wonderful job thinking of so many amenities- cozy couch blankets, life jackets, tons of beach equipment, so many dishes and pans and various drink holders. The only complaint I could think of if I had to would be to have another ice tray (there were two semi broken ones but not a big deal as we just bought ice). But that's a pretty small thing in the long list of things that were superb. Even the beds were as soft and as comfortable as mine at home. I hate to let the secret out, but this house is fantastic.
Top guest favorite
Home in Marathon
4.96 out of 5 average rating, 49 reviews

2023 New Modern Private Dock+Heated Pool+Jacuzzi

DawnRating, 5 stars1 week ago
The house was beautifully decorated. Immaculate home and Milton was the best Host!

Condo rentals with a pool

Guest favorite
Condo in Tavernier
4.85 out of 5 average rating, 27 reviews

Sea Side Whimsy Ocean Pointe -06

BrockRating, 5 stars3 weeks ago
Great view, easy check in, comfortable stay
Superhost
Condo in Key Colony Beach
4.75 out of 5 average rating, 165 reviews

2 Bedroom Oceanfront Complex Heated Pool KCB

MichaelRating, 5 stars2 weeks ago
My family and I thoroughly enjoyed staying at Anne’s place! She was a great host and has a phenomenal place! We hope you check it out! Comfortable beds and enough room for my family of four (2 kids; 10 and 7). The property was very clean, well kept, and a great location! Steps away from a heated pool and private beach! We had kayaks and a stand up paddle board delivered to the rack on the private beach. Anne provided some great tips on where to explore with the kayaks. Anne was a great communicator and allowed us check in a little bit early, which was so kind. Will defiantly be back with my family! Check it out you won’t be disappointed!
Guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 18 reviews

Resort Condo: Pool, Beach, Marina, Pickleball

SamRating, 5 stars3 weeks ago
This place was great for an in between Miami and Key West! The pool was perfect for relaxing at all day! Restaurants near by were all fantastic! Doable drives for day trips to key west and Miami!
Guest favorite
Condo in Tavernier
4.89 out of 5 average rating, 133 reviews

1BR - Key Largo Sun & Sand Hideaway

JosephRating, 5 stars2 weeks ago
Stayed at Vanessa’s place twice while visiting the Keys. Quiet, clean and private. A great host and would definitely stay again next time a visit. Easy access to everything off the highway and great amenities with the pool and beach nearby. 10/10.
Guest favorite
Condo in Key Largo
5 out of 5 average rating, 20 reviews

Key Lime Breeze Retreat!

LisaRating, 5 stars1 week ago
Loved our stay!!! Close to great restaurants!! The condo was beautiful, extremely spacious loved the studio apartment. That space provided much needed space for family of 8; Very clean, beautiful pool with grill.
Guest favorite
Condo in Tavernier
4.9 out of 5 average rating, 282 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

SheilaRating, 5 stars6 days ago
Kimberly was a very responsive host providing clear instructions, local recommendations and checking in on our stay to see if she could help with anything else. The unit was clean and comfortable. Wish the deck was larger was our only negative. The community pool area was great to hang out at with plenty of chairs, lounges and umbrellas. And we enjoyed the poke bowl and cocktails at the on-site grill. Would stay again if in the area.
Guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 141 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

BrianRating, 5 stars3 weeks ago
The unit is just like the photos and was very comfortable! John was helpful and helped make for an enjoyable stay! Would happily stay here again
Top guest favorite
Condo in Tavernier
4.98 out of 5 average rating, 196 reviews

Ocean Views at Ocean Pointe

PattyRating, 5 stars1 week ago
We had a fantastic stay at this condo in Tavernier! The location was ideal—close to everything we wanted to see and do in the Keys. The unit was clean, comfortable, and well-stocked, with a beautiful view of the ocean that made every morning feel like a dream. The host was extremely responsive and made everything easy from check-in to check-out. Highly recommend this place—we’d love to come back!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Vaca Key
  6. Rentals with pools