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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 Marathon
4.69 out of 5 average rating, 16 reviews

#7 Waterfront 4Bed 3Bath Pool Home

CarolRating, 5 stars11 months ago
Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.
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 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!
Guest favorite
Home in Marathon
4.97 out of 5 average rating, 35 reviews

Marathon 3BR Canal Pool Spa Special WK May 4-11

MattRating, 5 stars2 days ago
Great peaceful place to stay. We saw manatees, tarpon and many other species in the canal. Also had some short visits from different types of lizards and iguanas. The pool and hot tub were amazing everyone in our group enjoyed them. The dock was a great place to keep our rental boat. I would 100% come back.
Guest favorite
Home in Marathon
5 out of 5 average rating, 10 reviews

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

MichelleRating, 5 stars4 weeks 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
4.73 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.

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 stars4 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, 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
Guest favorite
Condo in Tavernier
4.99 out of 5 average rating, 106 reviews

Modern and Coastal Ocean Pointe 2307

LeahRating, 5 stars1 month ago
Exactly as pictured! Beautiful getaway in the Keys! It was very clean, even up to my picky healthcare expectations! Had everything we needed! A few more towels would have been great but we made it work. Kitchen stocked with all we needed. It was great to know what amenities and products were included and how much up front. The recommendation book was awesome! Beds were comfortable, all tvs worked well. Nice to have cable included too! The pool was absolutely beautiful, especially at night. Very clean facility outdoors as well. The beach area was probably the only disappointment, and out of their control. Just wasn’t as sandy etc. as we thought from pictures. Still very nice. It was also so nice to have a door code and not worry about a key. The neighborhood was welcoming too and safe to go for a morning run. All in all we would highly recommend this condo for your Keys vacation, family or couple! Our family of 6 fit :). Thanks for a great home away from home!
Top guest favorite
Condo in Marathon
4.96 out of 5 average rating, 100 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

JenneyRating, 5 stars2 days ago
Great little place for our family of 4! Very clean and the location was perfect for us. Would definitely stay again!
Top guest favorite
Condo in Tavernier
5 out of 5 average rating, 47 reviews

Key Largo Sunrise Resort Style Ocean Pointe 5315

IanRating, 5 stars1 week ago
Sean and Denise were amazing hosts. They were extremely responsive and very flexible with check-in and check-out. Their place was perfect and extremely clean. The beds were very comfortable as well. The grounds are great with access to both a private beach and pool. There are so many things to do in the area and the restaurants are fabulous. My family will definitely be back.
Top guest favorite
Condo in Tavernier
4.94 out of 5 average rating, 181 reviews

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

CindyRating, 5 stars1 week ago
We loved our stay at Tiki Time Ocean Pointe. Laurie and Dave are thoughtful hosts who thought of everything we needed to be more than comfortable in their unit. Laurie was always responsive, helpful and friendly with her communication. We found the guide helpful in finding local spots and things we needed. The unit was exactly as pictured and very clean! In addition to the things you expect, there were many thoughtful amenities that made our stay even better. A few to note
a small cooler and ice packs for day trips, spices, a top notch coffee maker and laundry and dishwasher soap. The bedroom was comfy and cozy with a king size bed! Also a sound machine and ceiling we key for us as we like white noise and moving air! We enjoyed sitting on the private patio with a coffee or glass of wine. It was peaceful and the view was amazing. Pool was great, always found a couple of chairs and options for sun or shade. LOVED TikiTime! We will definitely be back!
Superhost
Condo in Marathon
4.87 out of 5 average rating, 234 reviews

Sombrero Beach Tropical Getaway

CarrieRating, 5 starstoday
Beautiful place! Phil was a very gracious host. He accommodated us as we arrived a day early to the keys and we were very thankful! This a cute place & has everything you need!
Guest favorite
Condo in Tavernier
4.95 out of 5 average rating, 275 reviews

Sea View Oceanfront Condo

SusanRating, 5 stars1 week ago
Very lovely condo in a great location. Beautifully decorated and comfortable. Pool was very nice too!

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