
Condo holiday rentals in Estero
Find and book unique condos on Airbnb
Top-rated condo rentals in Estero
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 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.

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8
The place was perfect for what we needed. We went with my toddlers, a 9 month baby, and my grandmother, and this place was so ADA friendly, had all the items you needed for our baby, and felt safe for our toddlers. The building is still in facade improvements after the hurricane (we went end of May 2025), and the island overall is in reconstruction mode, but the beach was direct access, beautiful sunsets, and just what we needed so a small weekend break.

Santa Maria • Beach & Boating Getaway • Sleeps 8
This condo was perfect for our getaway to Southwest Florida. Excellent host and very friendly! We will be certain to visit again!

HotTub | Beach 3mi | 2Pools | Tennis | Bikes | PB
The place was as described in the ad, close to amenities, home was in immaculate condition and in a very peaceful neighborhood. It was close to a lot of shops and not too far from the beach. The host was very responsive and helpful, my family will definitely love to stay there again!

GullWing 1006: Gulf View, Beach Front, Pool & Spa!
If you are considering Island Too for your next vacation, don’t hesitate and book it! The place is gorgeous with such attention to detail. The views of the Gulf were absolutely breath taking. We loved spending our evening on the balcony couch watching the sunset. The building itself is located on the south side of Fort Meyers beach which is great because it’s quiet yet just a short bike ride or car ride to more of the action. We used the building bikes every morning and enjoyed stopping at the MoJoe’s food truck for coffee and breakfast. Overall, it was a wonderful time and we would definitely love to come back and stay here again!

The Club at Naples Cay 501 - Gulf Views
We loved our stay! the photos of the listing don't do justice to how nice the area is, extremely well maintained, great pool, very short walk to beach, and all the conveniences that the condo provided. The views from the condo were breathtaking. We love Naples but had never been at Naples Cay but now it is our favorite place to stay. The beds were very comfortable! We had everything that we could ask for in terms of kitchen appliances, etc. The oven and the stove were great. Our 1 year old slept great in the bassinet provided, and the 4 year old loved the books and beach toys. Looking forward to coming back 😀

Pleasant Paradise At Estero Beach & Tennis Club
This unit is wonderfully located, with a beautiful view of the shore. We usually prepare our b-fast & lunch in, then dinner out. The kitchen was very well equipped. It was great to have all the extras for the beach, chairs, cooler, toys, and umbrellas. We are grateful for a host with perfect communication skills, Thank you for that.

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.
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.

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.

A Little Beach of Heaven- Beachfront Condo
The place was beautiful and exactly as described. It had all you needed for a great beach vacation. Plenty of restaurants and beautiful beaches. We used the public transportation and it was easy to use and very reasonable!!

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

Casa Bella: Great location for a Beach Vacation
Natalie’s place we clean, comfortable and close to plenty of stores and resturants. It’s also close to the beaches of Sanibel Island and Ft Myers. This is a great location for a Ft Myers vacation.

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.

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.

Quiet 4th Floor End Unit- Amazing Resort Pool View
We really loved our stay here! The condo was exactly as pictured and described in the listing. It’s good sized and had everything we need for our stay, including a travel crib and feeding chair for our baby. Highly recommend staying here and it’s a really great choice if you are reveling with a baby.

View of Gulf, Steps to Beach@The Turquoise Turtle
The Turquoise Turtle is beautifully appointed - relaxed coastal vibe and very comfortable. Great amenities - from beach supplies to indoor essentials. We stocked up at Jerry’s Food and the condo was well equipped for cooking. We also enjoyed local restaurants; highly recommend nearby Wickies Lighthouse Restaurant. Recommend you pack light for the walk to the beach…even with the wagon, it is a workout getting across the deep sand path (a boardwalk like the adjacent properties would be a HUGE help). Parking and condo access are convenient, as are the pool and outdoor grilling areas. Kelly Lynn was a super host from early planning to a warm welcome and easy checkout process. She hasn’t missed a thing!

Bonita Beach is Calling!
My daughter and I had a great stay Anthony was easy to work with, kind and responded quickly. Place was clean, just as described. Super close to beaches, ice cream and restaurants within walking distance. Wish we could have stayed longer! Would definitely recommend

Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn
Alex's place was very clean and comfortable. The mattresses were one of the best I've experienced. Despite a small hiccup at first we didn't have hot water but the same day we let Alex know he had a repair man out to fix it and it was taken care of. Alex responded quickly with any concerns/questions. Would return to Alex's place .
Quick stats about condo rentals in Estero
Total rentals
40 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
180 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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
- Central Florida Holiday rentals
- Miami Beach Holiday rentals
- Seminole Holiday rentals
- Florida Keys Holiday rentals
- Key West Holiday rentals
- Kissimmee Holiday rentals
- Pet-friendly rentals Estero
- Rentals with pools Estero
- Beachfront rentals Estero
- Family-friendly rentals Estero
- Rentals with a fire pit Estero
- Rentals with a patio Estero
- House rentals Estero
- Rentals with a hot tub Estero
- Waterfront rentals Estero
- Rentals with lake access Estero
- Villa rentals Estero
- Rentals with a fireplace Estero
- Kid-friendly rentals Estero
- Rentals with a washing machine and dryer Estero
- Beach house rentals Estero
- Fitness-friendly rentals Estero
- Apartment rentals Estero
- Rentals with beach access Estero
- Rentals with outdoor seating Estero
- Beach condo rentals Estero
- 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
- Clam Pass Park
- Lovers Key Beach
- Tigertail Beach
- Barefoot beach Bonita Springs,FL
- Worthington Country Club
- The Club at The Strand
- Seagate Beach Club
- Morgan Beach
- Delnor-Wiggins Pass State Park
- The Quarry Golf Club Naples
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Cypress Woods Golf & Country Club
- Talis Park Golf Club
- Englewood Beach
- Valencia Golf & Country Club
- Panther Run Golf Club
- Gasparilla Island State Park
- The National Golf & Country Club Ave Maria
- Stump Pass Beach State Park
- Boca Beach
- Manatee Park