Beach condo holiday rentals in Estero Island

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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, 243 reviews

Rare walkout condo on Sanibel beach-Fully Restored

HanyRating, 5 stars1 week ago
This apartment was lovely and spotless. My family and I had a wonderful and relaxing time. The condo is very private and quiet. The beach is very close even though we got rough seas but weather was nice. Highly recommend this place.
Top Guest favourite
Condo in Naples
4.97 out of 5 average rating, 32 reviews

Westshore Naples Cay #202- Stunning Ocean view

PamelaRating, 5 stars2 months ago
Beautiful condo, very clean and had everything we needed the week we stayed. The view from the lanai is beautiful, sailboats going by during the day and gorgeous sunsets at night. The location is perfect, close to great shopping and restaurants. We went for walks on the beautiful beach and neighborhood daily. We look forward to returning.
Superhost
Condo in Fort Myers Beach
4.91 out of 5 average rating, 65 reviews

Beachfront Condo Azur w/breathtaking Gulf views!

MichelleRating, 5 stars1 month ago
We had a wonderful stay in the adorable and roomy studio we stayed it. Perfect fot two. Fabulous view. Great location if you want to wake up and go to bed and see the ocean. Coffee taste better at the beach. The rinse station super nice. Pool was very nice. I can’t tell you all the restaurants we went to amd had great food at all of them. So many beaches to explore. Thank you to our hostess! Cute decor.
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 stars2 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 stars1 week 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 stars2 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 stars4 weeks 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 stars1 month 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.
Top Guest favourite
Condo in Naples
4.96 out of 5 average rating, 28 reviews

Lake Park, 5 O’Clock Somewhere!

KatieRating, 5 stars3 months ago
Dana was fantastic and extremely responsive to any questions we had during our stay. Readily available and flexible. Location was great.

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 stars2 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, 12 reviews

The Club at Naples Cay 1101

DanielRating, 5 stars1 month ago
Great location. Great host that was very responsive. Good experience overall. Will return.
Condo in Fort Myers Beach
5 out of 5 average rating, 3 reviews

Monthly Discount! 502B Beachfront Condo w/ Pool

ArianeRating, 5 stars2 months ago
Beautiful location on the beach. Quiet and private. Farmers market across the street. Just know no restaurants within walking distance and traffic towards Fort Meyer’s is backed up to a standstill from 3pm-7pm. If you plan driving excursions earlier in the day and are coming back to condo in that window you are just fine. Lovely location!
Condo in Fort Myers Beach
4.68 out of 5 average rating, 28 reviews

OPEN! Oceanfront Condo with Amazing Sandy Beach

SarahRating, 5 stars2 months ago
Great location and great to look out at the beach and be right there for the gorgeous gulf sunsets. Conrad was upfront about construction, so we were prepared to see and hear it. Didn't even bother us.
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, 32 reviews

The Sunset @ Naples Boutique | Walk 2 Beaches

CamilleRating, 5 stars1 week ago
Keith and Jesyka were super responsive and flexible with our check in time. I had some meetings to take and they were kind enough to do an early check in so I can start my weekend early with friends but finish working at their place! The units and set-up of the pool were great, lots of parking. Would definitely stay here again.
Condo in Fort Myers Beach
4.71 out of 5 average rating, 14 reviews

Gullwing 405 | Steps to Beach + Pool

BillRating, 5 stars2 months ago
Great condo with beautiful views and short walk to beach. Pool is nice and access to grill was a plus. Screened in porch was also nice. Will stay again!

Destinations to explore