
Vacation rentals with a pool in Intracoastal Waterway
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Top-rated rentals with a pool in Intracoastal Waterway
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Popular amenities for Intracoastal Waterway rentals with a pool
House rentals with a pool

Newly Renovated - Private Pool, Fire Pit, Walkable
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.

+A Taste of Britain entire house / heated pool+
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!

Private oasis, private pool, exceeds expectations
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.

steps to the beach, double mastersuite- pool home
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!

Historic St. Augustine 2/2 Duplex & Pool
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.

Cheerful three bedroom home with a pool
Beautiful space! Absolutely recommend and will be staying here next time we are back in town!

Relaxing SWEET HOME 9mi Downtown Pool&Hot tub.
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.

Elegant & Stylish Pool House with Arcade!
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

Heated Pool, Ocean Views, Beach, Playground, BBQ
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.

Our Hawaiian Bliss just steps from the Beach!
Great location close to everything very clean and comfortable

Direct Oceanfront ~ Fantastic Views!
Easy to find great location. Close enough to do things without huge crowds. Beautiful view. Would rent again

Sunrise Special | Steps to Beach | Ocean Front
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.

Newly renovated! Steps to BEACH & POOL!
Our stay was wonderful! The condo is clean and in a wonderful location. We’re excited to book again!

Sea Place Ocean View
This condo is perfect. It met our needs and is located in beautiful St. Augustine. Great location. Ocean views. Peaceful.

Oceanside complex B35 1 Bed 1 Bath w/Heated Pool
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

The Flirty Flamingo St Augustine Beach 3 BR Condo
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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- Ponte Vedra Beach
- Palm Harbor Golf Club
- Driftwood Beach
- Old A1A Beach
- Pablo Creek Club
- Kathryn Abbey Hanna Park
- Boneyard Beach
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- Eagle Landing Golf Club
- St. Augustine Alligator Farm Zoological Park
- TIAA Bank Field
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- Vilano Beach
- Fountain of Youth Archaeological Park
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- St. Marys Aquatic Center
- Lightner Museum
- Fort Mose Historic State Park
- North Beach Guana River Preserve
- Bent Creek Golf Course
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- Crescent Beach
- Butler Beach
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