
Holiday rentals with a pool in San Carlos Island
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Top-rated rentals with a pool in San Carlos Island
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Popular amenities for San Carlos Island rentals with a pool
House rentals with a pool

Brandnew Villa - pool & spa at canal south facing
absolutely stunning villa. pictures don't do it justice. lovely peaceful location. the pool is just amazing and the beautiful kitchen was just a pleasure to cook in. Marco was always responsive in anything we needed. we will most definitely be coming back. Thank you for a wonderful 2 weeks

NEW! Across from BEACH! Private Heated Pool!
I loved this place! It was absolutely beautiful, gorgeous outside area to hang out, and a short walk to the beach! Since the area is still rebuilding there are empty lots on all sides, but even if there wasn’t there is a nice privacy fence all around. We packed all of our beach things, just to find out they had beach chairs, boards, toys, a cart, an umbrella, the whole 9 yards! And a bunch of beach towels. It was truly one of those places you just need to show up with some clothes and could pretty much be set for the week! If we decide to go back to the area, I will definitely be trying to get this place again. Aaron was also great and very responsive any time I messaged him. Highly recommend!

Morning Glory - Walking Distance to Surfside Shops
The house was beautiful! Very peaceful and comfy. My family and I really enjoyed our stay.

Beach Bliss~Private Pool~Steps to Fort Myers Beach
We had such a great time at Rhi’s place. Fantastic little getaway close to lots to do on Ft. Myers beach. Would definitely stay again and 10/10 recommend 🙏

Luxe Unique: Close to Beach, Hot Tub, Heated Pool
We had an amazing stay! The property is just a short drive from the beach and located on a quiet, safe street. Andrew was a fantastic host, super responsive and helpful throughout our stay. The home was spotless and clearly well maintained. The highlight was definitely the beautiful pool and hot tub area, it truly felt like our own private resort oasis. We felt relaxed and right at home the entire time. We’ll definitely be back and highly recommend this place to anyone looking for a peaceful, beachside getaway!

Canal-front Paradise Retreat
The house was exactly as represented and expected. very clean and the kitchen was well stocked with what we needed for our stay. The space worked perfectly for our party size (4 adults & 2 kids) and the pool was a great way to cool off. Justin was very responsive before and during our stay.

A tropical boaters pet friendly paradise!
Tracy was an excellent host. Super helpful and very responsive. House was spotless when we arrived and everything was as advertised. Location was beautiful with plenty of great bars and restaurants nearby. The family loved the pool/hot tub and the gazebo on the water. I would highly recommend this place to stay.

Coral Charmer POOL HOME short walk to beach
Sarah did an excellent job of keeping the place tidy, welcoming, stocked with drinks and snacks, and the pool was excellent. I also appreciated how quiet the neighborhood is at night and how powerful and responsive the AC system was. The beds were extremely comfortable. We all slept in every day! The property truly is a very convenient walk to a nearby coffee truck and the beach. She is an incredibly responsive host. We loved our stay.
Condo rentals with a pool

Cute Coastal Escape. Close to FMB and Sanibel
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.

Rare walkout condo on Sanibel beach-Fully Restored
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!

Beachfront fully equipped apartment
We have stayed at the Estero Beach and Tennis before and this unit is the best yet!! I am super picky on cleanliness and it was very clean! The unit had some high end touches along with furniture and decor being very tasteful. The bed was really comfortable, shower nice, outdoor chairs perfect and the towels were amazing. It’s all those little touches that made our stay pleasant, comfortable, and relaxing. We plan on booking again in the future. ☀️

Boutique condo on the bay, short walk to the beach
It was a great quiet getaway for my friends and I. It is a little bit of a quiet town, but that was perfect for us! If you are looking for a simple, peaceful beach getaway then this is the place for you.

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes
Caihlin was a fantastic host. Very responsive to our questions/concerns. The place was just as beautiful as the pictures showed and we enjoyed everything about it. There were plenty of beach items to use, so we didn't need to purchase anything to enjoy the beach. There were plenty of games to play, books to read and even a drawer full of extra batteries for the TV remote if needed. We even had access to their 2 bikes and took an enjoyable morning bike ride into Fort Myers beach. You will not be disappointed at all with your stay.

2nd Floor Beachfront Condo Sanibel Harbour
The place was exactly as described—clean, comfortable, and well-equipped with everything we needed. The check-in process was smooth. The location was peaceful, perfect for relaxing. We especially enjoyed being right on the water for the beautiful sunsets.

Harbour House Condo Walk 2 Beach
David was super accommodating and responsive. Awesome location right in the heart of Fort Myers Beach, walkable to everything, fantastic pool and clean.

peaceful retreat with all the amenities
Great place to stay! Not only was the house spotless top to bottom, but it had all of the “extras”-hair dryer, towels, speaker, tupperware (which is almost never the case it seems) & more. The pool was great & it was overall in a quiet neighborhood too. Will absolutely stay again!
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- Naples Beach
- Captiva Island
- Manasota Key Beach
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples
- Talis Park Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples