Beach condo holiday rentals in Estero Island

Find and book unique beach condos on Airbnb

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Popular amenities for Estero Island beach condo rentals

Beachfront condo rentals

Guest favourite
Condo in Sanibel
4.89 out of 5 average rating, 244 reviews

Rare walkout condo on Sanibel beach-Fully Restored

AnnastaciaRating, 5 stars3 days 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!
Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 8 reviews

Harbour House Condo Walk 2 Beach

JeffreyRating, 5 stars2 months ago
David was super accommodating and responsive. Awesome location right in the heart of Fort Myers Beach, walkable to everything, fantastic pool and clean.
Guest favourite
Condo in Bonita Springs
4.88 out of 5 average rating, 17 reviews

Ocean View Steps From Bonita/Barefoot Beach Naples

SarahRating, 5 stars1 week ago
Where do I begin? We had an amazing week & Rose’s place & recommendations exceeded all of our expectations. The condo is a hidden gem. We loved its proximity to the beach, restaurants, & nearby beautiful neighborhoods with walking trails. Rose was very responsive & helpful. Will definitely stay here again & highly recommend it! Thank you!
Guest favourite
Condo in Sanibel
4.95 out of 5 average rating, 85 reviews

Right on the Beach with the Best Views and Rates!

KathyRating, 5 stars1 week ago
We had a wonderful week in Sanibel and are already looking forward to returning! Chris was an excellent host—friendly, responsive, and full of great local recommendations that helped make our trip even better. The condo was absolutely perfect—spotlessly clean and stocked with everything we needed. We especially appreciated the extras for beach days: plenty of chairs, sand toys, shovels, and even a beach umbrella. We loved grabbing ice cream at The Shack and had some fantastic meals at The Lighthouse Café and Gramma Dot’s. Jerry’s made grocery shopping a breeze with their easy online ordering and pickup. All in all, it was a fantastic stay. Thank you, Chris, for making our vacation so comfortable and memorable!
Guest favourite
Condo in Fort Myers
4.82 out of 5 average rating, 22 reviews

Sanibel Harbour Resort - 137: Stairs to Beach

EricRating, 5 stars3 weeks ago
We recently stayed at the Sanibel Harbor condo with our one year old daughter and her great grandma, and we had the most amazing time! Her uncle also joined us for a fun filled Saturday. We can’t say enough great things about this stay. The immediate access to the water via stairs was a huge plus and one of the main reasons we chose this property. It was absolutely beautiful, especially considering how hard the area was hit just two years ago by Hurricane Ian. The restoration and care put into the property truly show. We’re so grateful for the memories made here!
Top Guest favourite
Condo in Fort Myers Beach
4.98 out of 5 average rating, 60 reviews

Santa Maria #410, 2 Story THouse, Fresh Remodel

JessicaRating, 5 stars1 month ago
My family and I loved the condo. The pool was beautiful and the beach is very close by and private. We barely had to use our car this week. We would definitely stay again if we come back to Fort Myers.
Top Guest favourite
Condo in Sanibel
4.96 out of 5 average rating, 75 reviews

Penthouse Ocean view Condo on Sanibel Beach

SeanRating, 5 stars3 weeks ago
I can’t thank Dennis enough for hosting us. I have been vacationing on Sanibel since the mid 70’s. Awesome place, great host and Kandie and I experienced an AMAZING Beach Wedding! Can’t wait to celebrate our first anniversary next year here. Thanks again Dennis!
Superhost
Condo in Naples
4.97 out of 5 average rating, 32 reviews

Stunning Views from Above at Vanderbilt Beach

TaisiyaRating, 5 stars2 weeks ago
One of my favorite places to stay—absolutely fabulous! The space was clean, spacious, and stylish. The view was stunning, and private beach access is a huge perk. The king bed was super comfortable, the large shower was great. The community pool was lovely, not over chlorinated or crowded, great temperature. The building is part of a condo complex, so there’s regular grounds maintenance and occasional construction, but nothing that bothered me. The place is gated and safe. David was very responsive and helpful, and check-in was easy. I know you will love it as much as I do!

Pet-friendly beach condo rentals

Superhost
Condo in Punta Gorda
4.93 out of 5 average rating, 57 reviews

Harbor Towers Hideaway at Burnt Store Marina

LindaRating, 5 stars3 months ago
I had a great visit atJeff’s place. His condo has all the essentials and was in a very good location with easy access to pool, hot tub, tennis courts, etc. I hope to come back again.
Superhost
Condo in Sanibel
4.73 out of 5 average rating, 132 reviews

Sanibel Romantic Getaway

MicheleRating, 5 stars1 month ago
We had a wonderful week at Nancy’s place! It was just right for my husband, me, and our small dog. Location is great and it’s an easy walk to the beach! While small, the apartment has all the necessities. We particularly liked that there is a bike rack and the house is beside a bike path.
Guest favourite
Condo in Fort Myers
4.83 out of 5 average rating, 111 reviews

Cute Coastal Escape. Close to FMB and Sanibel

MaryRating, 5 stars3 weeks ago
Lisa was an excellent host. She was quick to respond and very helpful acclimating to the area. The Airbnb is located conveniently to many area activities. We stayed for a month and never ran out of things to do. The pool was a nice plus for Florida weather. Overall, we would highly recommend Lisa’s place to anyone who wants a quality place to stay in the Fort Meyers area.
Superhost
Condo in Naples
5 out of 5 average rating, 13 reviews

SoCe Flats 304 - West Facing 1+Den Luxury Condo

LizRating, 5 stars14 months ago
The BEST location. 5 minute walk to downtown but was still in a peaceful area. Beach was close by too! Our host was super responsive and helpful. The condo was so clean and lovely. We LOVED it here.
Guest favourite
Condo in Naples
4.91 out of 5 average rating, 11 reviews

Relax and walk to the beach, pet friendly, pool

LeslieRating, 5 stars1 month ago
We stayed for a month and had a wonderful time. Quiet corner unit, pool was great, beach is beautiful and close enough to walk. Walking paths make it safe. Friendly neighborhood. Super Walmart and Publix very close. Tanya was extremely accommodating, and always available for questions and assistance. We will be back!
Guest favourite
Condo in Punta Gorda
4.94 out of 5 average rating, 17 reviews

Fabulous Burnt Store Marina

PaulRating, 5 stars1 month ago
This is a beautiful condo and the best AB&B my wife have stayed in. Paul is a great host and has the condo spotless and furnished beautifully. Pool and Hot Tub easy access and other tenants very friendly. We will definitely be back.
Guest favourite
Condo in North Fort Myers
4.83 out of 5 average rating, 121 reviews

Ground Floor Lake-Front Condo on 5 ac private lake

TanyaRating, 5 stars2 months ago
I loved this place! We are hoping to stay here again in May. It was just like the pictures but even better. The lake was amazing and it was so quiet and peaceful. Thank you for making our trip memorable.
Guest favourite
Condo in Naples
5 out of 5 average rating, 14 reviews

Naples 2-BDRM Condo, SuperClean, Patio, Lake Park!

T.Rating, 5 stars1 month ago
Great responsive property manager. Good location and well set up for me to work from and come and go.

Luxury beach condo rentals

Guest favourite
Condo in Captiva
4.94 out of 5 average rating, 102 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

BethanyRating, 5 stars2 weeks ago
We had an amazing stay at this condo for our honeymoon. It was the perfect place to relax together and just enjoy the beach! The condo was extremely nice and it was great to have an umbrella and chairs available to use! Elizabeth was very helpful and had so much information for us and recommendations which was so helpful as first time visitors! The area was beautiful and the pool was also very nice! We cannot wait to come back to Sanibel/Captiva!
Top Guest favourite
Condo in Sanibel
5 out of 5 average rating, 6 reviews

Sundial P204- Dreamy Beachfront Condo on Sanibel

SarahRating, 5 stars3 weeks ago
Exactly as listed in the photos. Perfect for our group of 5 adults. Just enough space that we weren’t on top of one another with good conversation spaces to hangout. The host was extremely responsive via chat. We were at the Sundial for a wedding so we didn’t explore the area much but we would absolutely stay here again.
Top Guest favourite
Condo in Naples
5 out of 5 average rating, 49 reviews

Luxury condo. 300 steps to beach & Naples Pier.

BrandiRating, 5 stars2 months ago
Judy and Tom’s place was perfect for us. Exactly as pictured. Super walkable to restaurants, 7-Eleven, the pier/beach. Gorgeous area. Close, dedicated parking spot. Right be the pool. So easy and peaceful. Would love to come back! Great for couples or a quiet girls trip. Highly recommend the Tiki Boat Tours as well (walking distance).
Superhost
Condo in Naples
4.86 out of 5 average rating, 7 reviews

Private 3rd.flr., fully updated end unit

MichelleRating, 5 stars46 months ago
We had a great stay! The condo, grounds, & location was fantastic. We loved the walking trails, pool area, & helpful staff. There is a great restaurant on site as well, with many others a short drive away. The condo amenities were some of the best I’ve experienced - nicely supplied kitchen & many beach, activity, pool items available in the condo.
Guest favourite
Condo in Naples
4.94 out of 5 average rating, 82 reviews

Luxury 2-Bedroom. Steps to Naples Beach & Town.

LisaRating, 5 stars4 months ago
Absolutely beautiful! Stay with confidence! Look exactly like photos, smartly organized and lots of great amenities! Loved our stay here! Christine is easy to communicate with and was just lovely to work with!
Guest favourite
Condo in Naples
4.94 out of 5 average rating, 17 reviews

Olde Naples 5th Ave S Penthouse

BrittanyRating, 5 stars2 months ago
My only hesitation in writing a good review is that I don't want anybody else to find out about this gem! From even before booking, the team was responsive and helpful and it never stopped. The place is not only beautiful, but well appointed. Was not left wanting for anything. and you certainly can't beat the location. Can't wait to visit again!
Superhost
Condo in Captiva
5 out of 5 average rating, 12 reviews

South Sea Serenity II Coastal Luxury Beach Condo

karenRating, 5 stars14 months ago
If I could give 6 🌟, I would. This is our second stay with Holly. To say she is responsive is an understatement! We were thrilled with our stay. We love everything about the condo…the bed and pillows are exceptionally comfortable. We made great use of the beach chairs and umbrellas since each day was filled with sunshine. We enjoyed walking and visited some of the restaurants we’d enjoyed in the past. Watched sunsets from Holly’s screened in balcony and on the beach. It is great to see Captiva recovering. Without hesitation, we would stay in the condo AGAIN! Really a super host!
Guest favourite
Condo in Naples
4.94 out of 5 average rating, 34 reviews

The Sunset @ Naples Boutique | Walk 2 Beaches

NicoleRating, 5 stars1 week ago
Stay was great! Easy to find, enter and communicate with owner. So many things to do in the area, and everything we needed was fairly close by. Beach was very close. Loved that there were chairs and a small cooler and plenty of towels for use. The beds and pillows were so comfortable and loved having TVs in each room. Keith and Jesyka both responded to all our questions in a timely manner and were so friendly in their responses. I would definitely stay again.

Destinations to explore