Vacation rentals with a pool in Intracoastal Waterway

Find and book unique homes with a pool on Airbnb

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Popular amenities for Intracoastal Waterway rentals with a pool

House rentals with a pool

Guest favorite
A private pool is bordered by a spacious patio and colorful landscaping. Tall palm trees and wooden fences provide privacy. A seating area is visible at the pool's edge, promoting relaxation. Sunlight reflects off the water's surface, creating a serene atmosphere.
Home in St. Augustine
5 out of 5 average rating, 7 reviews

Newly Renovated - Private Pool, Fire Pit, Walkable

EmmaRating, 5 stars1 week ago
We had a great stay at this little bungalow! It comfortably fit 6 girls on a lowkey bachelorette trip. The backyard was our favorite feature and made great use of the pool! The house is in a great location- close enough to walk downtown, but still in a quiet residential area & 15 mins from the beach driving. The host was very accommodating, willing to take recommendations and answer questions prior to the stay.
Top guest favorite
A private backyard showcases a sparkling pool with a stone patio. Two blue lounge chairs are positioned by the poolside, and a shaded seating area can be seen nearby. The house features large windows, allowing for natural light to fill the space.
Home in Jacksonville
4.96 out of 5 average rating, 162 reviews

+A Taste of Britain entire house / heated pool+

Ashley Rating, 5 stars3 days ago
Stay was amazing, had no issues and James was easy to reach and excellent with responses, house was clean, nice in a great area and very well equipped with everything we needed! Will use again!
Top guest favorite
The outdoor area features a private pool surrounded by palm trees and greenery. Lounge chairs with blue cushions are arranged by the poolside, complemented by striped umbrellas. Potted plants with vibrant flowers add color to the space, creating a tranquil setting for relaxation.
Home in St. Augustine
5 out of 5 average rating, 124 reviews

Private oasis, private pool, exceeds expectations

StefanieRating, 5 stars1 week ago
We had such a special weekend at this beautiful property. The space was peaceful, fun, and full of charm — perfect for making memories with family. Every part of the house and grounds felt so thoughtfully put together, with little hidden gems to discover everywhere you looked. Collecting eggs each morning turned into a fun little game, with everyone trying to call dibs on who got to do it that day. The man cave was a major hit — packed with personality and details that made it feel like staying at a friend’s place. We also loved spending time by the pool and relaxing in the screened-in patio — the perfect spot to wind down in the evenings. Thank you for sharing this one-of-a-kind home with us. We’re leaving with full hearts and some unforgettable memories.
Superhost
A backyard area features a clear blue pool surrounded by a paved patio. Comfortable white lounge chairs are placed along the edges, and wooden fencing surrounds the space, offering privacy. Lush greenery can be seen beyond the pool.
Home in St. Augustine
4.92 out of 5 average rating, 133 reviews

steps to the beach, double mastersuite- pool home

Jessica Rating, 5 stars3 weeks ago
Awesome place! Super clean and cute. We had everything we needed and then some. Loved that it was such a quick walk to the beach. The beach was quiet and not crowded at all. You do have to go up and over a sand dune with your beach gear, so for someone not as stable on their feet, it might be an issue if you have a wagon, etc. We’re already talking about our next trip back!
Top guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 163 reviews

Historic St. Augustine 2/2 Duplex & Pool

DaimierysRating, 5 stars2 weeks ago
What a beautiful place and fantastic location. Walked to downtown St. Augustine. Lili was very friendly and asked us a few times if we needed anything. Very clean and having a pool was an added bonus for us. We took advantage of the porch area and sat outside and just relaxed with the fantastic weather. It honestly was the best, very peaceful and relaxing, just what I was looking for, for my birthday weekend. Highly recommend. I would definitely stay here again and would recommend this rental to family and friends.
Guest favorite
A cozy outdoor seating area features a sectional sofa with blue and cream cushions, accompanied by a glass-top table and four metal chairs. Soft lighting creates a welcoming ambiance, while a ceiling fan offers comfort during warmer days.
Home in Orange Park
4.87 out of 5 average rating, 174 reviews

Cheerful three bedroom home with a pool

AnnsleyRating, 5 stars4 days ago
Beautiful space! Absolutely recommend and will be staying here next time we are back in town!
Guest favorite
An aerial view captures a kidney-shaped pool surrounded by a spacious patio. A sunbathing area with multiple lounge chairs and vibrant green foliage enhances the outdoor appeal. The shimmering water reflects natural light, creating a serene ambiance.
Home in Jacksonville
4.91 out of 5 average rating, 11 reviews

Relaxing SWEET HOME 9mi Downtown Pool&Hot tub.

JenniferRating, 5 stars4 months ago
Jessicas place was nice and great for family. perfect layout, calm serene environment, clean and thoughtful. The host was very communicative and helpful. we will stay again! place definitely met expectations.
Guest favorite
Home in Jacksonville
4.91 out of 5 average rating, 66 reviews

Elegant & Stylish Pool House with Arcade!

JessieRating, 5 stars2 weeks ago
Yu was a great host and very responsive! The house was beautiful in a very quiet neighborhood! If we return to Jacksonville, we would book with Yu again for sure!

Condo rentals with a pool

Guest favorite
A panoramic view showcases a lush green lawn surrounding a swimming pool, with beachside palm trees swaying gently. The ocean glistens in the distance under a clear blue sky, while the condo buildings frame the scene, creating a serene coastal atmosphere.
Condo in St. Augustine
4.85 out of 5 average rating, 102 reviews

Heated Pool, Ocean Views, Beach, Playground, BBQ

ScottRating, 5 stars4 weeks ago
Can't say enough about Dani and the place. She was extremely responsive and helpful with everything. And the place was great, clean, lots of space, three bedrooms and nice kitchen, plenty of places to sit/lounge, great patio with wonderful view of the outdoor pool and ocean. We had one small issue and Dani was very fast in getting it fixed. Totally recommend. A couple comments on the resort. The outdoor pool is very large and nice, but in late March it's still a bit cool and the water was very cold. So we swam a lot in the indoor pool, which is advertised as heated, but it's not very warm, warmer than the outdoor pool but could have been warmer. Also, the outdoor hot tub broke on our first day there and we were there for multiple days and it never got fixed.
Guest favorite
An oceanfront pool area is displayed, featuring a clear blue pool surrounded by lounge chairs. Lush green grass and palm trees frame the scene, while the beach and ocean are visible in the background under a bright sky.
Condo in Jacksonville Beach
4.83 out of 5 average rating, 106 reviews

Our Hawaiian Bliss just steps from the Beach!

JuanRating, 5 stars3 months ago
Great location close to everything very clean and comfortable
Guest favorite
A private balcony features two light-colored chairs and a round table, providing views of the ocean and a nearby pool. The scenery includes lush greenery and a clear sky, while birds can be seen flying in the distance.
Condo in St. Augustine
4.84 out of 5 average rating, 262 reviews

Direct Oceanfront ~ Fantastic Views!

JanetRating, 5 starstoday
Easy to find great location. Close enough to do things without huge crowds. Beautiful view. Would rent again
Guest favorite
A charming beach house is illustrated, featuring a wide porch with railings. The seaside setting is depicted with gentle waves and a clear sky. Promotional text highlights a special offer for stays in May, inviting guests to enjoy a getaway.
Condo in St. Augustine
4.9 out of 5 average rating, 124 reviews

Sunrise Special | Steps to Beach | Ocean Front

ShannonRating, 5 stars6 days ago
If you want an ocean view (and a sunrise AND moonrise!) and to be steps away from the beach, this is your place! For me, waking up and seeing the ocean is soothing and sipping coffee on this deck while experiencing the ocean was perfection. Once you are ready to hit the beach, you walk down the stairs and wa-la, there it is! If you forget something, no worries-- your place is only a few minutes away! It was so nice not to have to lug all the beach stuff and then worry about where we'd find a restroom. Nope-- it's all right there at this place! In addition to the beach, there is a pool and many hot tubs. I'm particular about my hot tubs, but this one did not disappoint. They kept it hot enough to relax those sore spots. We did rent a car and the drive to downtown is about 15 minutes and super easy. We Ubered one night and that was easy. I had a few questions for Butch during our stay and he responded immediately. Recycle in town. Butch will send you the link. Grocery is 2 miles away.
Top guest favorite
A spacious outdoor pool is surrounded by lounge chairs, providing ample seating for guests. The clear blue water invites relaxation, while palm trees and landscaped areas offer a tropical ambiance. Nearby buildings are visible in the background, enhancing the resort atmosphere.
Condo in St. Augustine Beach
4.94 out of 5 average rating, 125 reviews

Newly renovated! Steps to BEACH & POOL!

JoelRating, 5 stars1 week ago
Our stay was wonderful! The condo is clean and in a wonderful location. We’re excited to book again!
Top guest favorite
A view from the balcony showcases a well-maintained landscape with lush green grass and palm trees. The image features a swimming pool surrounded by lounge chairs and elegantly designed buildings in the background, all while the ocean is visible beyond the manicured grounds.
Condo in St. Augustine
4.95 out of 5 average rating, 106 reviews

Sea Place Ocean View

DianaRating, 5 stars1 month ago
This condo is perfect. It met our needs and is located in beautiful St. Augustine. Great location. Ocean views. Peaceful.
Superhost
A large swimming pool is surrounded by palm trees and spacious lounge chairs. The area features a shallow entry step and a spa, creating a welcoming atmosphere for relaxation. The nearby buildings offer a modern architectural style under a clear blue sky.
Condo in St. Augustine
4.87 out of 5 average rating, 267 reviews

Oceanside complex B35 1 Bed 1 Bath w/Heated Pool

AericRating, 5 stars1 month ago
Great place and location was really nice the only bad thing is that it was a little bit further from the beach then we liked but over all it was a nice clean place and very easy to find
Top guest favorite
A spacious heated pool is framed by palm trees and lounge chairs. A wooden gazebo with a shaded area is positioned in the background, providing an inviting spot for relaxation. The clear blue water reflects the bright sky, enhancing the tranquil atmosphere.
Condo in St. Augustine Beach
4.99 out of 5 average rating, 177 reviews

The Flirty Flamingo St Augustine Beach 3 BR Condo

ConradRating, 5 stars3 weeks ago
This is a great place. Great value. Clean, spacious, great pools, and great beach access. Pool is heated to 90 degrees and beach is only a 5 min walk. Beach wagon available with all chairs and umbrellas in a storage unit right next to the front door. Elevator access for anyone that needs it.

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