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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

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 stars3 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, 67 reviews

Casa Solaris | Key Largo home with Private Pool!

JeffRating, 5 stars3 days ago
I am typically not an Airbnb person, as I prefer a hotel. This home was better than any resort we could’ve stayed at. Check in was simple. The home was beautiful. The location was perfect. Our favorite part was the second space that was separate from the main house. We are a family of four (mom, dad and two kids) who were traveling with my sister. She was able to have her own space with a private bathroom and entrance and could “go home” when the craziness of two kids was enough. Both units were adequately stocked with towels and linens. The kitchens had anything you could need including coffee maker, blender, toaster, pots and pans. The pool and hot tub were incredible! So much so, that we took two full days and only left for dinner! Sean and Denise were great hosts and super responsive! We will be back.
Superhost
Home in Key Largo
4.82 out of 5 average rating, 22 reviews

*NEW* Casa Coco-Pool/Tennis/Ramp

LaurenRating, 5 stars4 weeks ago
This place was exactly as described! It sits on a fun little charming campground. The house is very nice and clean, and Yuni was beyond communicative with any and all questions we had.
Guest favorite
Home in Key Colony Beach
4.97 out of 5 average rating, 36 reviews

P23 - New 3 bedroom 2 bath duplex with private po

AndreaRating, 5 stars13 months ago
Our stay was wonderful! Key Colony is a quiet and peaceful community. Our condo was beautifully decorated and had everything we needed for the first couple days. The sheets and towels were soft The beds were very comfortable. We really enjoyed our stay and hope to go back soon again!
Superhost
Home in Marathon
4.95 out of 5 average rating, 22 reviews

Get Hooked private pool and dock

LynnRating, 5 stars2 weeks ago
We recently had the pleasure of staying at a fantastic vacation rental, and it exceeded all our expectations! The house was comfortable, spacious, and perfectly equipped for a peaceful and relaxing stay. One of the highlights was the location—just a short and scenic walk to the beach, making it easy to enjoy the sound of the waves and the coastal vibe. We were also treated to the most beautiful sunrises each morning, a sight that truly made the experience unforgettable. The home was spotlessly clean, with thoughtful details that made us feel at ease. And Sheri, the host, was incredibly friendly and welcoming, ensuring every part of our stay was smooth and enjoyable. Her kindness added an individualized touch to the experience. If you’re looking for a perfect getaway with stunning views, a cozy atmosphere, and a host who genuinely cares, this place is absolutely worth considering!
Superhost
Home in Marathon
4.73 out of 5 average rating, 60 reviews

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

MichelleRating, 5 stars2 weeks ago
We had a great stay. The backyard is absolutely beautiful and feels very peaceful. We were treated to four manatees as well as a nurse shark off the dock over the course of our week here! The pool and spa were great and as advertised. Heather’s home is incredibly well stocked- more than enough towels for the baths and pool and the kitchen had everything needed for cooking as well as a great dishwasher which was great for vacation. Although we did have some issues with the property after check-in, the property host, Katie, was immediately available and very responsive to our concerns, and we were more than happy with the outcome. Would stay here again.
Top guest favorite
Home in Tavernier
5 out of 5 average rating, 17 reviews

Islamorada Reef Canal & Pool home off Tav Creek-

TiffanyRating, 5 stars1 week ago
Isa was an amazing host! The house is beautiful and pristine! We loved the pool and how close the house is to everything. Our only regret is we couldn’t stay longer!!!! Thank you so much!

Condo rentals with a pool

Superhost
Condo in Key Colony Beach
4.75 out of 5 average rating, 164 reviews

2 Bedroom Oceanfront Complex Heated Pool KCB

RobertRating, 5 stars3 weeks ago
We had a great time! Awesome community with walkable restaurants and bars. We loved the local beaches. The people at the complex were super nice. Our four boys loved running from the pool to the beach. Everyone we met was very nice. Great instructions and recommendations. Loved it!
Guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 18 reviews

Resort Condo: Pool | Beach | Marina | Pickleball

SamRating, 5 stars1 week 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 stars6 days 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
4.95 out of 5 average rating, 100 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

KarenRating, 5 stars1 day ago
This place is a great place for families. All ages can enjoy this neighborhood. It’s close to everything, but it feels cozy.
Guest favorite
Condo in Key Largo
5 out of 5 average rating, 18 reviews

Key Lime Breeze Retreat!

CarolynRating, 5 stars3 days ago
We had a great stay with our kids - the condo was well furnished, clean, and easily walkable to the pool, game room, and tennis courts. We appreciated the condo was stocked with “kid things” - pack and play, high chair, pool toys, and games. Would recommend to others!
Guest favorite
Condo in Tavernier
4.9 out of 5 average rating, 280 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

KristenRating, 5 stars1 week ago
My twin sister and I had such a wonderful time at Kim's home celebrating our birthday. She is super responsive and the place was exactly as described! It was so nice to sit on the patio in the morning and overlook the beautiful water. Pool is very nice and plenty to do in the property with the beach, tennis courts, BBQ, restaurant/baror just walk around in a safe, secluded environment. Condo was perfectly appointed with all the comforta and amenities of home! Can't wait to visit with Kim again! Wish I could give her 10 stars !!!!
Guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 140 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

BrianRating, 5 stars2 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, 194 reviews

Ocean Views at Ocean Pointe

HopeRating, 5 stars3 weeks ago
Michelle was great! Very responsive and understanding when we had to make a last minute trip change. Unit was clean, bright and had a nice view. It’s a nice location between Key Largo and Islamorada making it convenient to explore both. We didn’t use any of the resort’s amenities, but there was an influx of seaweed at the small beach. Just one downside of this time of years in the Keys. But the pool looked great!

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