
Vacation rentals with a pool in Vaca Key
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Top-rated rentals with a pool in Vaca Key
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Vaca Key rentals with a pool
House rentals with a pool

Waterfront Islamorada Pool Heated Home private
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.

Waterfront House - 30' Dock & Pool & Cabana Club
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!!

Waterfront home w/pool, dock & close to beach
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!

Casa Solaris | Key Largo home with Private Pool!
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.

Get Hooked private pool and dock
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.

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

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

2023 New Modern Private Dock+Heated Pool+Jacuzzi
The house was beautifully decorated. Immaculate home and Milton was the best Host!
Condo rentals with a pool

Sea Side Whimsy Ocean Pointe -06
Great view, easy check in, comfortable stay

2 Bedroom Oceanfront Complex Heated Pool KCB
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!

Resort Condo: Pool, Beach, Marina, Pickleball
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!

1BR - Key Largo Sun & Sand Hideaway
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.

Key Lime Breeze Retreat!
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.

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
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.

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
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

Ocean Views at Ocean Pointe
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!
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Calusa Beach & Loggerhead Beach
- Cannon Beach
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- Theater of the Sea
- Sandspur Beach
- Windley Key Fossil Reef Geological State Park
- Sea Oats Beach
- Far Beach
- EAA Air Museum
- Sugarloaf Beach
- Horseshoe Beach
- Long Key State Park
- Keys' Meads
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