
Condo holiday rentals in Estero Bay
Find and book unique condos on Airbnb
Top-rated condo rentals in Estero Bay
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Estero Bay condo rentals
Weekly condo rentals

Half-Way To Heaven II, The Best on Bonita Beach!!!
Excellent host and excellent location. Michael was very responsive and attentive to our needs.

Bonita Bay, Private Beach Access plus
We had a wonderful stay at Wild Pines! The condo was clean, well-furnished and had everything we needed. Excellent location right next to the pool and tennis courts. We took advantage of the many miles of bike paths and the complimentary beach shuttle almost every day. Also walked to the Lake House restaurant twice for dinner. Cathy provided detailed instructions before our trip and checked in with us while we were there to see if we needed anything. We'd definitely love to come back again.

"Seaspray" - beachfront, Amazing GULF VIEWS!
Katlyn was a great host and the condo was perfect for our family vacation. We love Sanibel and the location near the lighthouse is the best you can ask for on the island. The unit was well equipped for our family and the extra beach chairs and umbrella were much appreciated. We’ll definitely be back to Sanibel for years to come and will look to book here again.

Beach condo on yachat marina
Karley’s place exceeded our expectations. Very peaceful neighborhood. Very friendly people in the neighborhood. The condo had everything that we needed. The lanai was my favorite spot! We even got to fish just a few steps from the door. Very comfortable and super clean condo. We rented e-bikes just a 5 minute walk away. They were great for passing backed up traffic going towards Times Square at the beach. We also rode them all the way back on the shoreline. It was awesome! We would definitely not hesitate to stay there again. Any questions that we had were answered super quick. Great host and co-host! Thanks again Karley and Kelly for letting us stay at your place!

GullWing 1006: Gulf View, Beach Front, Pool & Spa!
This place was absolutely amazing! All the kitchen accessories, bedroom amenities, and beach stuff provided was top notch. The location right on the beach provided a cool breeze even on the hot days. Sunset views and so many shells. Gulf and pool water were the perfect temperature. We used the bikes and there were plenty to choose from. Gorgeous spot all around!

The Club at Naples Cay 501 - Gulf Views
We had a fantastic stay! The condo was immaculate and well-equipped. The beach locker made trips to the uncrowded beach easy, and the pool and landscaping were well-maintained. It was stocked with 10+ beach towels, 5–6 chairs, boogie boards, sand toys and a beach umbrella (the umbrella was broken, but we purchased a new one and left it, along with some extra sand toys). The kitchen had everything, including kids’ cups/utensils, making it very family-friendly. There were even small toys and games for the kids too. The master closet was spacious enough for a pack-n-play. To help future guests pack wisely: the condo has plenty of essentials, so you can pack lighter! This was the first rental that I didn't need to buy laundry soap or dishwasher soap. A few minor issues: the bathroom shower light was out, the laundry door was tricky, and the bathtub had drainage problems that resolved itself out after a couple days. Highly recommend this condo and we are looking forward to returning!

The Sunset @ Naples Boutique | Walk 2 Beaches
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.

Quiet 4th Floor End Unit- Amazing Resort Pool View
So impressed. Lindsey was an extremely responsive and personable host. The condo was beautifully decorated, clean, and equipped with what we needed to make our stay enjoyable. There were not many guests during our stay, so the pool area was quiet. We loved the view of the large pool area from our balcony. Would definitely rent this condo again since the location is convenient to many good restaurants, grocery store, the beach, and, more importantly, to where our son lives in Bonita Beach.
Pet-friendly condo rentals

Sanibel Romantic Getaway
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.

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.
Our stay at Yenny’s condo was great! She communicated quickly whenever I reached out before our stay and even contacted us once we were there asking if we needed a packnplay! The location is close to the grocery store, restaurants and Cape Coral beach. We hope the condo is available in the future when needed as our stay couldn’t have been better. Thank you, Yenny

Cute Coastal Escape. Close to FMB and Sanibel
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.

Beach Vibe Condo Resort / Pool+Golf, Near Beaches!
Christopher's condo is modern, well-organized, clean, accessible to golfing, and full of other amenities. We love the beautiful view of the lighted, water fountain in the courtyard from the balcony. It was a wonderful weekend getaway for us to enjoy Naples and Marco Island. Highly recommended for those visiting the area!

Ground Floor Lake-Front Condo on 5 ac private lake
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.

Beachfront Condo Azur w/breathtaking Gulf views!
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.

Casa Di Napoli: 2/2 Chic Retreat / Private Pool
Great place - recommend this Airbnb and the host! Thank you

Right on the Beach with the Best Views and Rates!
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!
Condo rentals with a pool

10th Floor Natures Lovers Paradise Lovers Key 1002
Absolutely beautiful location! As soon as we checked in we walked out on the balcony and saw a family of dolphins playing. The condo is beautiful and cozy and close enough to everything where it’s convenient but also far enough away from the hustle and bustle so it’s peaceful. We had an issue with getting our keypad to work but the host was helpful in telling us what to do to get it to work and we had no issues after that. The ceiling fan in the bedroom is a little noisy, but not terrible. We had an amazing time and we can’t wait to come back. We visit FMB a few times a year and we found our new spot! Thanks for hosting us!! ❤️

Beachfront @ Elevate in the Sun!
There were extensive directions, which made everything very easy! The host also checked in with us after we got there and was super responsive. We loved how close and accessible the beach was! We would stay here again!

Luxurious condo steps to beach with heated pool!
We had a wonderful time. This Unit was a gem and we loved all the amenities inside condo and outside. Access to restaurants, beach, shopping were perfect. We would love to come back.

Naples Beach Getaway
Kelly was extremely responsive with clear check i/building access instructions. Pictures don’t do the unit justice and it bugger than we realized. Beautiful view of ocean and canal. Walk to ocean is approx 5min and easily accessible through private walkway. Thank you for the wonderful stay and look forward to returning!

Naples Tyme Retreat
The perfect getaway. Just what we needed. We spent 8 wonderful nights in Kelly's spacious and beautifully decorated cottage. She always responded promptly to any questions we had and is a great host. The resort amenities were amazing! We loved spending our days at the pool. Would definitely stay again!

Westshore Naples Cay #202- Stunning Ocean view
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.

6th Floor Beachfront Condo Sanibel Harbour
Absolutely the best Airbnb place we have ever stayed at. Location and amenities are all 5 star and above. The Bimini Bait Shack restaurant that is very close by was a real find with a great menu and truly good live music. We will definitely be back! Oh…the beaches are so close and my wife loved the shells.

Cozy Studio with Pool & Courts at Bonita Beach FL
The location was excellent—just steps from the beach—with a partial ocean view from the balcony. The apartment had everything we needed, and the included trolley, beach chairs, and umbrella were especially convenient.
Destinations to explore
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Tampa Holiday rentals
- Miami Beach Holiday rentals
- Central Florida Holiday rentals
- Seminole Holiday rentals
- Florida Keys Holiday rentals
- Key West Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a fire pit Estero Bay
- Waterfront rentals Estero Bay
- House rentals Estero Bay
- Family-friendly rentals Estero Bay
- Beachfront rentals Estero Bay
- Rentals with a patio Estero Bay
- Rentals with a hot tub Estero Bay
- Rentals with outdoor seating Estero Bay
- Rentals with beach access Estero Bay
- Rentals with a washing machine and dryer Estero Bay
- Fitness-friendly rentals Estero Bay
- Apartment rentals Estero Bay
- Rentals with a fireplace Estero Bay
- Villa rentals Estero Bay
- Rentals with pools Estero Bay
- Condo rentals Lee County
- Condo rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Naples Beach
- Captiva Island
- 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
- Panther Run Golf Club
- Heritage Bay Golf & Country Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- Cypress Woods Golf & Country Club
- Talis Park Golf Club
- The Quarry Golf Club Naples
- Stump Pass Beach State Park
- Gasparilla Island State Park
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Sanibel Island Northern Beach