Holiday rentals with a pool in Vaca Key

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Vaca Key rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Marathon
4.89 out of 5 average rating, 37 reviews

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

LydiaRating, 5 stars10 months ago
We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!
Top Guest favourite
Home in Marathon
4.99 out of 5 average rating, 138 reviews

Cancellation Deal: 08/02 thru 08/09

ShelleyRating, 5 stars1 week ago
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!
Guest favourite
Home in Marathon
5 out of 5 average rating, 23 reviews

Spacious lux home, private pool/spa, 80' dock

KelliRating, 5 stars3 weeks ago
Beautiful, roomy, comfortable, well appointed home. Has absolutely everything you could need for an incredible vacation! Great little gym, really nice bikes, coolers, pool floats, beach umbrellas, kayaks and paddle boards. The entire game room area is such a great place to hang out. Good size pool, shade keeps it nice and cool. Quiet neighborhood. Owners are super responsive, very helpful. We really loved this place!
Top Guest favourite
Home in Key Colony Beach
4.98 out of 5 average rating, 107 reviews

Waterfront House with 37 ft Dock & Cabana Club

MelanieRating, 5 stars2 weeks ago
Jorge’s place was super beautiful! We loved staying in key colony. Charming little neighborhood. The windows give you a beautiful view of the canal, everything was clean, we had everything we needed! We loved keeping the boat right there on the canal. We fit our large truck and trailer at the place. The patio provided lots of coverage through some rainy and windy weather. Jorge was always friendly and responsive. Also super close to the cabana club! He even left us champagne and chocolates which we enjoyed for our anniversary! Looking forward to booking our stay next year.
Superhost
Home in Marathon
5 out of 5 average rating, 17 reviews

Extra Lux Grouper House w/ 4 Master Suites, 6 BA,

MartinRating, 5 stars2 months ago
The Grouper house was fabulous. I stayed there with my wife and kids for a week. Everything about this place was top notch. From booking to check in and check out. Her staff is nothing short of superb. Sean makes sure every need or question is answered promptly. The best place I have ever stayed. Highly recommend.
Superhost
Home in Key Colony Beach
4.91 out of 5 average rating, 140 reviews

Tiki Time 2

WarrenRating, 5 stars3 weeks ago
It was a great place inside and out. We had drinks under the tiki hut where it was cooled by the tropical breeze. Being on the ground floor, we seniors never had to climb stairs and the grounds were very even. The dock area was in fair shape but watch out for the small coconuts dropping from the palm trees. The laundry room was good and the machines were very clean and large capacity. The barbecue grill was ok, but the propane unit was rusty and the flames were very inconsistent. We enjoyed ourselves at the Cabana Club where the pool was great and the food there was the best for lunches and drinks
Guest favourite
Home in Marathon
4.97 out of 5 average rating, 36 reviews

Marathon 3BR Canal Home w Pool Spa Combo 55' Dock

MattRating, 5 stars1 month 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 favourite
Home in Marathon
4.94 out of 5 average rating, 31 reviews

Oceanview Retreat

SusanRating, 5 stars1 month ago
We had a great time in Marathon. It was a very quiet neighborhood. We didn't need anything from the host, but we had the manager's number and he was a phone call away. The home was very nice and clean.

Condo rentals with a pool

Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 101 reviews

Your Happy Place - Oceanfront

RodRating, 5 stars1 week ago
Sandra's place was very nice and clean. She was very reponsive with any and all questions. The accomodations are as listed. I enjoyed the peace and quiet. I most enjoyed relaxing on the balcony listening to the ocean. All you need is you, clothes, and the memories you will make. The rest is provided. However I will note that I was expecting a "real" beach and it was more of a lagoon. although still nice. Thanks Sabdra I would definitely book again. 🙂
Guest favourite
Condo in Tavernier
4.9 out of 5 average rating, 288 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

MariaRating, 5 stars2 weeks ago
Kimberly’s condo was the perfect home base for exploring the upper keys. We enjoyed the views, the well equipped kitchen, and the pool!
Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 146 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

KatieRating, 5 stars3 weeks ago
This is a top notch airbnb. Excellent communication from the host, extremely clean, well stocked condo, generous supplies beautiful decor. We stayed 8 days in the condo and felt right at home. Loved the large pool. We caught many fish and cooked at the condo all but 2 evenings and had everything we needed to prepare meals. Really appreciated the assortment of coolers provided for day trips. Thank you again, John!
Superhost
Condo in Tavernier
4.77 out of 5 average rating, 370 reviews

Florida Keys Getaway - Slps 4 - Ocean View

JulieRating, 5 stars4 days ago
We had a fantastic stay. Melanie gave us some good recommendations and was quick to respond. The apartment had everything we needed. We made use of the pool, bar and restaurant and we love watching the wildlife from the balcony. We would definitely stay here again!!
Top Guest favourite
Condo in Tavernier
4.95 out of 5 average rating, 191 reviews

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

CameronRating, 5 stars2 weeks ago
Everything was nice and clean. The condo was full of amenities. I wish we could have stayed longer.
Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 104 reviews

Sugar Cane - Florida Keys tropical retreat

AshleyRating, 5 stars2 weeks ago
Great stay in the Keys, easily accessible to all that the area has to offer. Nice amenities in the community as well. Would stay again!
Superhost
Condo in Marathon
4.85 out of 5 average rating, 239 reviews

Sombrero Beach Tropical Getaway

JoseRating, 5 stars1 day ago
The room was very clean and tidy and perfectly cooled temperature. All amenities worked and were very clean. Enjoyed the security of the place. We enjoyed the stay & will book again for later trips to the area. Very recommended! Thanks Phil!
Guest favourite
Condo in Key Colony Beach
4.92 out of 5 average rating, 147 reviews

Beachside Unit 39 Tiki Huts, Private Beach & Pool

MonicaRating, 5 stars2 days ago
Lovely condo, tucked away in a quiet community very near many restaurants and activities. Room has a view of the ocean from the back balcony and is a super fast walk to the sunset park. Host gave all the tips and details up front. There’s pause laundry on site for just $4 wash and dry, and the host even provided a single use box of detergent. Place was spotless, beds were comfy…just the kind of place you want to land after a long day at the beach. Would absolutely stay here again!

Destinations to explore

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