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Condo holiday rentals in Estero

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Popular amenities for Estero condo rentals

Weekly condo rentals

Guest favourite
Condo in Barefoot Beach
4.95 out of 5 average rating, 37 reviews

Half-Way To Heaven II, The Best on Bonita Beach!!!

ReinaldoRating, 5 stars1 month ago
Excellent host and excellent location. Michael was very responsive and attentive to our needs.
Guest favourite
Condo in Fort Myers Beach
4.89 out of 5 average rating, 62 reviews

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

VivianaRating, 5 stars1 week ago
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.
Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 5 reviews

Santa Maria • Beach & Boating Getaway • Sleeps 8

PatrickRating, 5 stars2 months ago
This condo was perfect for our getaway to Southwest Florida. Excellent host and very friendly! We will be certain to visit again!
Guest favourite
Condo in Naples
4.95 out of 5 average rating, 20 reviews

HotTub | Beach 3mi | 2Pools | Tennis | Bikes | PB

ClementRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 8 reviews

GullWing 1006: Gulf View, Beach Front, Pool & Spa!

JacquelynRating, 5 stars1 month ago
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!
Top Guest favourite
Condo in Park Shore
4.98 out of 5 average rating, 47 reviews

The Club at Naples Cay 501 - Gulf Views

EvaRating, 5 stars1 week ago
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 😀
Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 10 reviews

Pleasant Paradise At Estero Beach & Tennis Club

ColeenRating, 5 stars4 months ago
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.
Guest favourite
Condo in Naples Park
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.

Pet-friendly condo rentals

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 Fort Myers Beach
4.86 out of 5 average rating, 14 reviews

A Little Beach of Heaven- Beachfront Condo

NancyRating, 5 stars1 month ago
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!!
Guest favourite
Condo in Naples
5 out of 5 average rating, 9 reviews

Beach Vibe Condo Resort / Pool+Golf, Near Beaches!

TriRating, 5 stars2 months ago
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!
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.
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.
Top Guest favourite
Condo in Naples
4.9 out of 5 average rating, 39 reviews

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

DominikRating, 5 stars3 weeks ago
Great place - recommend this Airbnb and the host! 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!

Condo rentals with a pool

Top Guest favourite
Condo in Fort Myers
4.96 out of 5 average rating, 50 reviews

Casa Bella: Great location for a Beach Vacation

JohnRating, 5 stars3 months ago
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.
Top Guest favourite
Condo in Naples
5 out of 5 average rating, 7 reviews

Naples Tyme Retreat

TiffaniRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in Park Shore
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.
Guest favourite
Condo in Fort Myers
4.97 out of 5 average rating, 120 reviews

2nd Floor Beachfront Condo Sanibel Harbour

YvonneRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Bonita Springs
5 out of 5 average rating, 10 reviews

Quiet 4th Floor End Unit- Amazing Resort Pool View

SaraRating, 5 stars5 months ago
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.
Top Guest favourite
Condo in Sanibel
5 out of 5 average rating, 74 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

MarilynnRating, 5 stars1 week ago
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!
Guest favourite
Condo in Bonita Springs
4.87 out of 5 average rating, 52 reviews

Bonita Beach is Calling!

AmyRating, 5 stars3 months ago
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
Guest favourite
Condo in Naples
4.97 out of 5 average rating, 64 reviews

Tennis/Pickleball Hot Tub Pool 5m-Beach & Dwntwn

TabithaRating, 5 stars3 days ago
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

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Estero
  6. Condo rentals