Holiday houses in Estero Island

4.97 out of 5 average rating, 118 reviews

Tiny home in Cape Coral

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space Ask about our optional Romantic Occasion Package perfect for anniversaries or a couples getaway ✨❤️ NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

4.92 out of 5 average rating, 198 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

4.99 out of 5 average rating, 216 reviews

Home in Cape Coral

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

4.94 out of 5 average rating, 143 reviews

Guesthouse in Cape Coral

Pool Modern Apartment fishing paradise

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

4.97 out of 5 average rating, 107 reviews

Home in Cape Coral

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

5 out of 5 average rating, 9 reviews

Guesthouse in Cape Coral

Cape Coral Tropical Paradise

"What sets our Cape Coral apartment apart is its combination of comfort, privacy, and tranquility. The spacious private terrace offers a peaceful retreat with stunning views, perfect for enjoying morning coffee or unwinding after a day of exploring. You'll love the thoughtful touches like the king-size bed for restful sleep, the convenience of in-unit laundry, and the flexibility of an air mattress for families. Located in a quiet neighborhood, you’ll feel right at home".

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 118 reviews

Ready to Enjoy again! Everything is brand new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is brand new and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

Guesthouse in Fort Myers Beach

4.85 out of 5 average rating, 61 reviews

Beachside Living – Walk to the Water!

Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!

5 out of 5 average rating, 4 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

Solmate is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba third floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.

4.96 out of 5 average rating, 251 reviews

Home in Cape Coral

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

4.81 out of 5 average rating, 107 reviews

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 Unit 206C at Estero Beach & Tennis Club offers the ultimate beachfront escape in Fort Myers Beach’s exclusive South End. With direct ocean views, pristine interiors, and steps to the sand, it’s perfect for relaxing, dolphin watching, and soaking up beach vibes. Thoughtfully designed and packed with top-tier amenities, it’s no surprise this clean, luxurious condo is a 5-star favorite.

Apartment in Fort Myers Beach

4.97 out of 5 average rating, 37 reviews

cozy beach apt (STR# 22-0308)

Clean, small 1 bedroom 1 bath apartment with modern kitchen and bathroom and central a/c. With 1 parking spot per unit for a regular vehicle (please no trailers/RV's). Just a 2min walk to the warm water of the Gulf of Mexico. Walking distance from the pier and a number of bars, restaurants, and Fort Myers Beach Downtown. All along the way stop in one of the many shops for any of your beach necessities or a souvenir.

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Popular amenities for Estero Island holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Estero Island

4.88 out of 5 average rating, 33 reviews

10th Floor Natures Lovers Paradise Lovers Key 1002

MelissaRating, 5 stars2 weeks ago

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!! ❤️

5 out of 5 average rating, 9 reviews

Beachfront @ Elevate in the Sun!

TaylorRating, 5 stars3 weeks ago

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!

5 out of 5 average rating, 25 reviews

Stunning Near Beach Residence with Pool

EricaRating, 5 stars3 weeks ago

We had a great stay at this location. It’s a quick walk to the beach, restaurants and shops which made everything so easy. The pool was clean and had plenty of sitting space. The whole place was very clean and the check out was easy. I would stay again!

4.89 out of 5 average rating, 9 reviews

Beautiful Bay Views&Sunsets 2/2Walk to beach/ Pets

CarolineRating, 5 stars3 months ago

We loved our stay. The location is great. Close enough if you want to get to the bustle of the main”beach” area but further south if you want to easily walk to a quiet gorgeous beach. The beach is walkable. .4 miles as listed. There is a beautiful lagoon behind with many dolphins playing in it during our stay. We also took out kayaks and they swam right by our boat! Publix is 1.2 miles away so very convenient. A few good restaurants very close by. Comfortable beds. Kitchen could be a bit more stocked. Overall excellent stay.

4.83 out of 5 average rating, 6 reviews

Estero Beach & Tennis | Gulf Front + Resort Pool!

BarbaraRating, 5 stars11 months ago

It was a great place for my husband and I to stay for a week. The beach was great!

Apartment in Fort Myers Beach

4.97 out of 5 average rating, 35 reviews

Your Home at the Beach!

MeganRating, 5 stars1 week ago

Sylvia’s home was beautiful, very clean and stocked with everything we could have possibly needed!

4.79 out of 5 average rating, 19 reviews

4BD w/ Ocean Views – Steps to Beach, Publix &

HayleyRating, 5 stars3 months ago

Loved the location near the beach and right next to Publix…very helpful with small children. The shallow shelf they had for the pool was our kids dream. This was the first vacation we could actually relax bc they were kept busy playing. The heat of the pool was fantastic for them on chilly nights when they still wanted to swim. Loved having a well working washer dryer and all listed amenities. Beautiful home that fit my family of 10 very comfortably. We slept great. Ft Myers is doing an amazing job rebuilding. Unfortunately, they were building a home maybe 30ft from the pool we were playing in starting promptly at 715am until about 530 pm Monday-Friday. Not much you can do about it but it definitely made things less relaxing. But they’re trying hard to rebuild the island…maybe a heads up though. Lots of storage area which was also great. If we had a criticism at all it would be the amount of beach decor…it was beautiful but made it hard to put our stuff down as every surface was taken.