Holiday rentals with a pool in Saint James City

Find and book unique homes with a pool on Airbnb

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Popular amenities for Saint James City rentals with a pool

House rentals with a pool

Guest favourite
Home in Pelican
5 out of 5 average rating, 27 reviews

Dog Friendly | Pool, Kayaks, Dock, & Gulf Access

TimRating, 5 stars2 days ago
What a great house. My family and I had an amazing time. The house was super clean. The pool and back dock area were a great feature of the house. Lots to do in the house. Great location. Tonya was an amazing host. Great communication, always responded quickly and was super nice. Would definitely recommend this house to anyone. We would definitely stay here again.
Top guest favourite
Home in Caloosahatchee
5 out of 5 average rating, 20 reviews

Backyard Dream-Oasis! - Heated Pool

VivianRating, 5 stars1 month ago
We had a wonderful time. Thank you!
Top guest favourite
Home in Caloosahatchee
4.97 out of 5 average rating, 117 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

AndrewRating, 5 stars6 days ago
Wonderful location and peaceful neighborhood! Our fishing charter picked us up right from the dock as well. Other than getting live bait to fish with, and the occasional trip for groceries, we stayed in, relaxed, and enjoyed just being away. This location is definitely on our short list for next year's trip.
Top guest favourite
Home in Burnt Store
4.97 out of 5 average rating, 37 reviews

Pet-Friendly Tropical Oasis

WilliamRating, 5 stars4 days ago
Fantastic home and great location!!! Everything you need is there for outdoor fun if you can't bring it. 5 Bikes, 2 paddle boards, 2 kayaks, & fishing gear. Pictures do not do the home justice. The boat lift is great as well as the kayak launch and floating dock. The lanai is much larger than I thought and there is a huge pass through window from the kitchen to the lanai. To hot to use this trip but would be nice when it is cooler. The kitchen is very large with plenty of cabinets. Beds were comfortable and all three bedrooms were good sized. The garage is great to have to leave things in it that you don't need to bring in the house and I was able to put my small trailer in there as well. The pool area is set up with all the pool toys you need. There is a large 6 burner propane grill by the pool for all your grilling needs. Questions were promptly answered within a couple of minutes. Publix is 5 minutes away . My only recommendation would be a 3.5 cu ft freezer for boaters.
Guest favourite
Home in Pelican
5 out of 5 average rating, 6 reviews

Morning Glory - Walking Distance to Surfside Shops

PatriciaRating, 5 stars2 weeks ago
The house was beautiful! Very peaceful and comfy. My family and I really enjoyed our stay.
Top guest favourite
Home in Pelican
4.92 out of 5 average rating, 61 reviews

Bougee Waterfront with Salt Water Pool/Spa/Game Rm

DonnaRating, 5 stars1 week ago
We would definitely stay again! Everything we needed was available. The house was nicely stocked with necessities. Super responsive host. Well thought out space inside and out. Peaceful and designed for relaxation. Thank you Jayme!
Guest favourite
Home in Saint James City
4.8 out of 5 average rating, 15 reviews

Tranquility Villa!!! ⚓️🛥🏝

EricRating, 5 stars3 months ago
We had a wonderful time in St. James City! The pictures on the listing did not do the interior justice - we thought it might be a bit dark inside but it was bright and airy inside and bigger than we thought! It was clean, bright, not cluttered at all and the amenities were as described. The kitchen was well stocked and clean. The beds and linens were very nice (firm). The surrounding area was very quiet, we had numerous, pleasant interactions with the neighbors with offers to go boating and kayaking and advice on fishing spots and we got plenty of visits with the manatees that we passing through. We used the kayaks quite a bit as well as the fishing poles. We would definitely come back; great experience overall.
Top guest favourite
Home in Pelican
4.97 out of 5 average rating, 30 reviews

Villa Sunset Serenade II

LauraRating, 5 stars3 weeks ago
Loved our family vacation! Highly recommend staying here! The house was beautiful and the pool/hot tub was a favorite! The beds were also very comfortable! Loved how peaceful the canal was! We can’t wait to visit the area again!! Thank you Sebastian!!

Apartment rentals with a pool

Guest favourite
Apartment in Fort Myers
4.83 out of 5 average rating, 112 reviews

Cute Coastal Escape. Close to FMB and Sanibel

YolandaRating, 5 stars2 weeks ago
Lisa's place was exactly as described—clean and convenient. It was 5 minutes to Ft. Myers and 15 minutes to Sanibel. Unfortunately, I didn't have time to enjoy the pool, but it couldn't have been in a better spot (directly in front of the condo), and Lisa had plenty of pool and beach toys available. Great stay! If I make it down there again, I would definitely stay at Lisa's place.
Guest favourite
Apartment in Sanibel
4.89 out of 5 average rating, 244 reviews

Rare walkout condo on Sanibel beach-Fully Restored

AnnastaciaRating, 5 stars1 week ago
absolutely gorgeous condo with walkout to the beach. it was spacious and clean and he was accommodating in allowing us to get in a little earlier than normal check in. high recommend this place I will defiantly be booking here again!
Guest favourite
Apartment in Fort Myers Beach
4.81 out of 5 average rating, 108 reviews

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes

EricRating, 5 stars3 days ago
We had an incredible week at this beautiful Ft. Myers Beach condo! From the moment we booked, Caihlin was warm, responsive, and extremely thoughtful—providing clear check-in instructions, local tips, and even a care package that made us feel right at home. The location was unbeatable. Mornings spent sipping coffee on the deck while watching dolphins glide by felt like a dream. The beach, just steps away, was private and peaceful—a perfect escape from the crowds. We tried several of the recommended restaurants and weren’t disappointed once. It’s clear Caihlin truly knows and loves this area. We left feeling refreshed, grateful, and already plotting our return. Highly recommend this stay to anyone looking for a little slice of paradise!
Superhost
Apartment in Pelican
4.91 out of 5 average rating, 23 reviews

Grand Outdoor Patio-Luxury Master, Water Views

BrendaRating, 5 stars3 weeks ago
We enjoyed our stay. The only thing that we didn’t enjoy is the pool that was next to our place was very small and no umbrella for sun protection. The 2nd pool was located in the club house that was about a mile away and that pool wasn’t very big either. Other than that the place was great. Quiet and very spacious
Superhost
Apartment in Captiva
4.86 out of 5 average rating, 7 reviews

South Seas Beach Villa 2117: Beachfront Luxury on

AnitaRating, 5 stars2 days ago
Absolutely beautiful!!! The direct view of the sunset from the screened in patio was stunning!! The kitchen was fully equipped and the peace we were looking for was abundant!!! Thank you Ryan and Nicole for sharing your beautiful getaway with us!!!
Guest favourite
Apartment in Fort Myers
4.94 out of 5 average rating, 67 reviews

6th Floor Beachfront Condo Sanibel Harbour

KalynnRating, 5 stars2 days ago
Where do we start…this place was everything we wanted and more! The condo itself was so clean and comfortable, we felt right at home instantly. the balcony looks right out to the water where we saw dolphins almost every day. You go down stairs and your instantly on the beach and about ten steps down to the ocean, and then when you want to change up the scene the pool is steps away as well, with a beautiful view of the ocean! And all of this was extremely convenient when traveling with a toddler. The scene was just gorgeous day and night and I’m so glad we found this gem of a spot. Also the host was extremely helpful and kind. Sanibel Island is only ten minutes away with lots of yummy restaurants and places to go. Highly recommend this place!!
Top guest favourite
Apartment in Sanibel
5 out of 5 average rating, 75 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

KirstinRating, 5 stars2 weeks ago
What a wonderful place!!! It was absolutely perfect for our family of 6. Had all the things we needed/wanted and more! Great location and beautiful view of the ocean. Easy walk to get to a nice beach. The beds were all SO comfortable. Kelly had a variety of sand toys for the kids, beach chairs/umbrella, and a variety of floaties. She was also quick to respond and SO helpful with the questions I had. Highly recommend staying at her place! Thank you Kelly for sharing your home!
Guest favourite
Apartment in Punta Gorda
4.95 out of 5 average rating, 56 reviews

Burnt Store Marina- 2BR w/ pool, marina, gulf view

PaigeRating, 5 stars1 week ago
It was a great stay !! The Airbnb is so cute and pool area is perfect!! Host was very friendly and welcoming:))

Quick stats about holiday rentals with a pool in Saint James City

  • Total rentals

    70 properties

  • Nightly prices starting at

    $90 SGD before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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