
Beachfront holiday rentals in Estero Island
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Top-rated beachfront rentals in Estero Island
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Popular amenities for beachfront rentals in Estero Island
Pet-friendly beachfront home rentals

Yacht Club Beauty....walking distance to the beach
Our vacation was as wonderful as we had hoped. The house and amenities exceeded our expectations. The home was very clean, safe, and beautifully and tastefully decorated. The patio and pool were exactly as described, and the grill was clean and propane tank was full. The open living area floor plan is marvelous for family time. The kitchen, dining area and lounging spaces together kept us in touch as a family. The kitchen is magnificent! The large TV was super for post season football playoffs. Overall, five stars in all categories.

NEW! Across from BEACH! Private Heated Pool!
This house was absolutely beautiful. The pool area was my favorite spot in the evenings. Beach could be seen from the front porch and access was super close. Aaron was a great host and I’d definitely stay again.

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!!

‘Coconuts on the Beach’ House + Hot Tub
Nice clean spot located close to the beach (3 minute walk with little kids). Marina was friendly and accomodating. Good setup, especially for families with kids. We enjoyed our stay and would love to book here again for future Fort Myers trips!

Blue Beach Bungalow
Andy's place was perfection for our girls weekend! We couldn't have asked for a better accommodation. Pool was amazing and the private beach an incredible added bonus. Bedrooms were perfect and very comfortable. Wifi worked great and appreciated the Netflix! Everything was perfect and Andy was awesome. Very kind and responsive throughout our stay. 10/10 would stay again! Thank you, Andy!

Gone Coastal!! Spa+Heated Pool Amenities Galore!
This is an absolutely beautiful house in a gorgeous location. My boys spent the entire day fishing on the dock while we relaxed in the pool. Brianna was extremely communicative and any concerns we had she addressed immediately. We would love to stay here again.

Luxury House 3BD/3BH/POOL/GameRoom/PlayGround
So easy to book with & communicate with. We had a wonderful staycation

Intervillas Florida - Bayshore Villa
We vacationed here for a week w/ all our adult kids and we all LOVED it! The house is very clean! The house is just like it shows in the pictures. The pool and hot tub were awesome! The fishing pier was great! There was so much room for everyone we didn't feel like we were on top of everyone. I would definitely recommend staying here!!
Beachfront home rentals with a pool

Heated Pool Home steps to the beach
This is such a great, peaceful place to stay on Estero island! Valerie Jean’s spot was immaculately clean, easy to find, and had so much to offer. Definitely recommend for singles or couples looking for extensive pool time. The beach across the street was calm and had lots of great shells as well! While bars and restaurants are limited in the area right now, there were still some local gems worth checking out, as well as a good number of places delivering. Definitely appreciated having a Publix close by and a great kitchen in the apartment! Would absolutely return for another peaceful stay and the awesome pool area!!

Front Gulfview superb condo fully remodeled
The location of the condo was perfect, not too close, not too far from "time square" to do some shopping and get a bite to eat. The condo is beautifully done. It is comfortable and the kitchen is well equipped. The king size bed was very comfortable but the couch not so much. The views from the balcony were spectacular and the sunsets were postcard worthy. There was a coin-op laundry area, but we didnt use it. Serge responded immediately to any questions and was flexible with our arrival as our plane landed at 9 am. We did not use the pool, most of time it was a bit too crowded for me but the beach is what i went for, so I didn't mind that. It was also very nice to have the available beach chairs and umbrella, and I say this because people were asking us where we got them from. I would absolutely love to stay there again and even my husband, who is not a fan of the beach, was impressed with the beauty of Fort Myers Beach and location of where we stayed.

Beachfront-Pool-Fort Myers Beach(our Pool is open)
Even better than we could have imagined, the place and location was so beautiful and well kept! It was set slightly away from the busier part of town, so it was super peaceful. The kitchen was also fully stocked with anything you could possibly need for cooking, and the rest of the home was stocked with things for the beach which was super helpful including towels, chairs, an umbrella, beach toys, and much more! The beach was within steps of our place, same with the lovely pool. The balcony had the best beach view and we got to watch all the gorgeous sunsets. Would highly recommend to anyone!!

Private Pool⁘Beach Gear⁘Oceanview⁘Outdoor Games
The home was beautiful and had everything we needed. Chanda was an excellent host and very responsive. Short walk to the beach and very nice patio / pool area. We will definitely be booking again.

Sunset Serenity Condo
Ruby's place was perfect for what we were looking for! Very clean, roomy and close to the beach! The beach location was stunning and fairly quiet during the day. We loved that it was further down from Fort Myers Beach and away from the busier area. A great bonus was the rental of the chairs and umbrella right where we spent our time on the beach. One thing to note, we are thankful to have rented a car as most places weren't in walking distance (groceries, restaurants, coffee shops, etc...). Thanks so much for allowing us access to your home! Will definitely recommend to anyone looking for a place in your area!

Coral Breeze- 4BR w Pool & Hottub
I was very surprised with how beautiful the house and property were. The host was very quick to respond when we arrived at the house and had a few questions. She answered immediately and we were good to go from there on out. The home was loved by my whole family and we all agreed when we come back to the area we will hopefully be able to stay at this home again.

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!

Mango Villa - Steps away from beach / private pool
This was our second stay at Mango Villa. It is perfect for our family with young kids because you are steps from the beach (with all the provided beach essentials) but have quick access to get to the Times Square area. The house is perfect with the pool/patio area for grilling while swimming and relaxing. The neighborhood is peaceful and quiet.
Private beachfront home rentals

Short walk to Beach!
What a perfect staycation! We took a bit of a drive to have a bit of relaxation away from home. Anita’s place was wonderful! Firstly, in addition to prompt and warm communication, Anita was extremely flexible when we needed a later check out. Her place was absolutely one of (perhaps THE) cleanest homes I’ve stayed in. Everything is comfortable and the place has a sort of calm vibe. A little lovely thing was that there happened to be quite a lot of towels and an extra blanket…love that. We took a few walks and enjoyed the 🏖️ beach… Grateful to Anita for a wonderful weekend!

Mangoes (Right Side)
John’s place is the epitome of a perfect beach vacation home. I could rant on forever but you really just need to check it out for yourself, I wish we could keep it a secret but it would serve no justice to John and all the work he’s put into making this the perfect rental!

Enjoy your own private Beach
We had a wonderful visit at Lover’s Key Beach club with our toddler. The view was spectacular! Neighbors were helpful and friendly. We had one visitor that came down to the pool to offer helpful swim instruction for our son. At times we had the entire pool to ourselves. We enjoyed the private beach and often were out there playing in the bay alone with dolphins close by. The bed and pull out sofa were so comfortable. Kitchen had everything we needed. We will definitely be back!

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!

"Seaspray" - beachfront, Amazing GULF VIEWS!
We loved this beautiful condo! It was in a great location with easy access to the beach. The beach was very walkable & had great shelling. It was also close to the lighthouse which we walked to via the beach. We also enjoyed the nearby restaurants Wickie’s & Magic Bus ice cream. The in-unit washer & dryer were also a nice amenity. When we had a question, Katlyn responded quickly. We had a wonderful week there & highly recommend it.

MiCasa SuCasa - Heated Pool/Game Room/Roomy/Quiet
Amazing! I would give 6 stars if I could! Jonathan was so friendly and responsive to my questions and requests! He allowed us to check in even earlier than I requested. The place was so roomy and so well stocked. It had everything you could possibly need - plenty of towels, beach towels, beach chairs and toys, coffee, kitchen utensils, books, and games. The game room was such a fun place to hang out. Perfect if rain puts a damper on your beach day. There were helpful hints posted all around the house to make your stay easier. We felt so at home here and the name fits this place perfectly - Mi Casa Su Casa! Thank you for a great stay, we would love to come back!

Sand Dollar North - Beachfront View
We thoroughly enjoyed our stay at Sand Dollar North and would love to stay there again. The location is amazing, rental was very clean and Scott was very responsive and accommodating. Thank you,Scott!

Stay and Play by the Bay
Great location! Pool was great and Holly was a gracious host. House felt quaint super clean. We would definitely recommend!
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