Holiday houses in Estero

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Top-rated holiday rentals in Estero

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Apartment in Fort Myers Beach

4.99 out of 5 average rating, 70 reviews

Island Sunshine Poolside Gem

AmyRating, 5 stars2 weeks ago

Island Sunshine was the perfect get away for my husband and I. Great location to the beach, with easy access. The unit was clean and welcoming. Angie had all the amenities that we needed for our stay. There were plenty of chairs and beach buggies. She let us know as soon as our unit became available. She introduced herself to my husband and I as she was taking care of her properties. I would highly recommend her and Island Sunshine. I hoping to visit this location again in the near future.

Superhost

Home in Captiva

4.95 out of 5 average rating, 92 reviews

Ocean Views |Fast WiFi & Pool |5 Min Walk to Beach

AprilRating, 5 stars1 month ago

This home is splendid on every level! The Hosts were super responsive, very nice people, and the house is even better than in the photos! Both inside and out. From the furniture to the kitchen to the absolutely beautiful, and Very Large balconies…this special home is surrounded on 3 sides by Water!! So you get a Sunrise and Sunset view each day!! Pretty Magical! Nature is everywhere…so many different bird calls, and the Osprey Family Nest with Mama, Papa and Baby Osprey is in full view from inside of the house and on both the Upper Balcony off the Main Bedroom as well as the Lower Balcony off the kitchen and screened Patio. It provided hours of peaceful entertainment! All of this surrounded by manicured lawns, with golf course views. It’s the best of both worlds! I very much look forward to staying again!

Guest favourite

Cottage in Captiva

4.85 out of 5 average rating, 88 reviews

Cottage Secluded in Palms 1 minute walk to Beach

Dusty And LeoRating, 5 stars1 week ago

Federico was amazing! he went above and beyond when we had a minor emergency with our 3-year-old daughter and helped us get some medications (and a humidifier!) for her on the mainland without us ever having to leave the island. he was always very helpful and responsive whenever we had questions about his place or the island. The space was very kid friendly and though it is a shared Deck with the house next door we hardly even saw or heard from The neighbors. oh and because it's not completely obvious from the listing you do not have to share the hot tub with the other house. There is one at each house. also, the description is a one minute walk to the beach probably needs to be updated given that there is now houses backyards you have to walk through if you take the most direct route. Other than that the area underneath the house was wonderful for our kids to play in when we weren't at the beach and the 6 person golf cart was just big enough for our party of five. A+ highly recommend

Superhost

Cottage in Fort Myers Beach

4.89 out of 5 average rating, 28 reviews

DEJA BLUE 1000 FT from Beach Great for Families

MaddyRating, 5 stars12 months ago

The place was great! Perfect size for 3 or 4 people. The beach supplies (wagon, chairs, umbrella) were SOOO handy! It was just a short walk over to the beach. The kitchen was well stocked with supplies to cook if desired. Since the hurricane, there was a limited amount of restaurants open. We didn’t mind this since we cooked but just a heads up!

Guest favourite

Home in Naples Park

4.93 out of 5 average rating, 141 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

MindyRating, 5 stars4 weeks ago

I highly recommend staying at this home! The pool area was amazing, the pool was warm and so beautiful in the evening! The kitchen is equipped with everything you need to prepare meals which is so important to me! It felt like home away from home! Keith was immediately responsive with anything we needed! Keith was so accommodating in working with us due to flight times changing! Perfect trip!

Superhost

Home in Cape Coral

4.68 out of 5 average rating, 124 reviews

La venezia beautiful 4 bedroom pool/spa heated

JamesRating, 5 stars1 week ago

Elizabeth was a very good host responding quickly to any concerns our questions we had. Very nice home and was a great place for our family and grandkids to enjoy the pool relax and play some board games as we visited the area. Thanks so much for offering your home!

Holiday rentals for every style

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Popular amenities for Estero holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Estero's top sights

Miromar Outlets158 locals recommend

Koreshan State Park27 locals recommend

Estero River Outfitters10 locals recommend

Congo River Golf18 locals recommend

Angelina's Ristorante: Fine Italian Dining10 locals recommend

First Watch17 locals recommend

Other great holiday rentals in Estero

Superhost

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Welcome to Paradise at CollinsCoveCaptiva!

JulieRating, 5 stars1 month ago

We had a great time. Ryan was the easiest and most responsive host I’ve ever dealt with. The neighbor is immaculately landscaped and maintained. Everyone was friendly and the deck area was a beautiful place to just hang out and relax on. It’s screened in and we had no problem with the noseeums. The location is perfect to lots of dining options and shopping.

Guest favourite

Home in Naples

4.94 out of 5 average rating, 228 reviews

Cathedral Heights

KatherineRating, 5 stars1 week ago

A group of four of us stayed for 3 days so that we could attend a friend's memorial service in Seagate and had an absolutely wonderful experience at Christopher's home. The home was extremely clean, had very comfortable beds, lovely bed linens and plush towels and absolutely beautiful dishware, glassware and cookware. If you happen to forget something, it is in the home! They included all kinds of toiletries (shampoo, conditioner, soap, hairdryers, curling irons, makeup remover etc. The pool was spectacular and the backyard was extremely private. In addition, the landscaping is gorgeous and the neighborhood itself is quite lovely. We felt extremely safe there. I had to work briefly (remotely) while staying at Christopher's home and the upstairs loft was the perfect space for me as it had a desk/work station and the WIFI is extremely fast. The home is close to fantastic restaurants and shopping as well. If you need to stay in Naples, STAY HERE - you won't regret it.

Guest favourite

Home in Fort Myers

4.91 out of 5 average rating, 113 reviews

SWFL: Lake McGregor Home - Entire Home!

JakeRating, 5 stars2 weeks ago

We had a fantastic day for our week in Fort Myers. The house was very clean and looked exactly like the pictures!

Superhost

Home in Cape Coral

5 out of 5 average rating, 3 reviews

Modern Comfort: Spacious Home, Garden View

DeanRating, 5 stars14 months ago

The host was amazing always easy to get a hold of. They even called to check on me and my accommodations. Beautiful home and great neighborhood quite and relaxing . would recommend this stay to anyone wanting to feel welcomed.

Guest favourite

Home in Fort Myers

4.88 out of 5 average rating, 26 reviews

Luxury Oasis with Private Pool!

AmyRating, 5 stars2 months ago

This was our 2nd stay at this property. It is very convenient to Fort Myers Beach, Sanibel Island and grocery shopping. We love the private pool area (very nice and clean). Very comfortable spot for a family vacation. We would definitely return again in the future.

Top Guest favourite

Home in Burnt Store

4.97 out of 5 average rating, 32 reviews

Pet-Friendly Tropical Oasis

TeresaRating, 5 stars1 week ago

We were in town for a family gathering so the location worked really well for us. This was by far, the cleanest AirBnB we have ever stayed in! Our host was also the most responsive that we have ever had. We had a couple of small issues when we got there and had an answer to both in less than 10 minutes (one in less than 5 minutes). The house is on a canal so the view was peaceful, whether we were by the pool or in the sunroom. We would not hesitate for a moment to stay here again!

Guest favourite