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Beachfront vacation rentals in Estero Island

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Top-rated beachfront rentals in Estero Island

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Home in Fort Myers

4.82 out of 5 average rating, 124 reviews

Blue Beach Bungalow

3 large bedrooms (2 queens, one king) plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics, and all the creature comforts you can imagine

Jul 25 – Aug 1

ﺩ.ﺇ864 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Welcome To Pleasant Paradise

Welcome to Pleasant Paradise where you will take in the beautiful views of the Gulf of Mexico from your private balcony. This 1-bedroom condo is the perfect vacation getaway. It is located in the Estero Beach and Tennis Club at the south end of the island. This is a 7 NIGHT MINIMUM rental property, during high season ( January through April) it must be a Saturday - Saturday, after the 7th night you can stay however long. I would like to note that there is still some construction going on at

Oct 10 – 17

ﺩ.ﺇ769 per night

Cottage in Saint James City

5.0 out of 5 average rating, 27 reviews

Waterside Cottage

Enjoy our peaceful little island paradise nestled beneath sprawling oaks and scattered palms just minutes from St James City’s restaurants and bars. Just under 1/2 acre is yours to enjoy. Watch the manatees and dolphins swimming in the canal while you grill your catch of the day, or your fresh pick of the day from St James Fish House just down the street! Inside enjoy a fresh new contemporary and stylish cottage with everything you will need to make your stay comfortable, enjoyable and fun!

Jul 23 – 30

ﺩ.ﺇ534 per night

Home in Fort Myers Beach

4.86 out of 5 average rating, 59 reviews

2 Bedroom Beach House - Steps to Fort Myers Beach!

FMB Reg#22-0462; DBPR Rental License#DWE4607464 2 bed/2 bath house across the street from the beach, and is a piece of history - one of the homes that survived Hurricane Ian. We're confident you'll enjoy your stay at our beach house! Family owned since 1968. Clean/well cared for with nice landscaping. The island is recovering from the hurricane but Times Square is open for dining 3 miles away. Come soak up the sun & enjoy some relaxation at our home! 2 queen beds WiFi non-smoking Washer/Dryer

Nov 22 – 29

ﺩ.ﺇ1,191 per night

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Feb 5 – 12

ﺩ.ﺇ2,451 per night

Apartment in Cape Coral

4.86 out of 5 average rating, 140 reviews

The Cape (1) /Gulf access.

Why waste your vacation time and money on taxis. This beautiful newly renovated apartment is located just blocks from downtown Cape Coral. Less than 10 minutes walk to bars, restaurants and stores. Use the bicycles we provide for guests to bike around the Cape. 5 mins drive to Cape Coral beach/yacht club.Rent a boat for your vacation and tie up at your own personal dock. 10 minutes boat ride to river.The space is for 2 adults and 2 children. Not for 3-4 adults. Fastest internet available.

Mar 31 – Apr 7

ﺩ.ﺇ426 per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Sun and fun! Adorable 1 bedroom condo on the beach

If you are craving some sunshine and blue waters, come on down! Morning walks with your toes in the sand set the tone for another day in Paradise. Spend the day in the surf and sun, then finish off another perfect day quietly entranced by another unique and spectacular sunset. Whether you want to relax on the balcony and enjoy looking at the gulf, play in the surf, lay out on the beach or pick shells, lounge by the pool or enjoy a few rounds of tennis and pickle ball, you won't be bored.

Apr 18 – 25

ﺩ.ﺇ1,051 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 5 reviews

Happy Horizons

The house is exclusively for adults only. The balconies offer breathtaking views of the Gulf of Mexico, where you can spot many species of colorful birds, such as pelicans, egrets, osprey, and herons, as well as dolphins swimming in the surf. You can take early morning, afternoon or sunset walks on the sand, and dine or enjoy cocktails on the gulf side decks overlooking the beach and Gulf. Watching the beach sunsets is an absolute treat! There is something for everyone at your property.

Jun 6 – 13

ﺩ.ﺇ2,014 per night

Condo in Fort Myers Beach

5.0 out of 5 average rating, 32 reviews

FMBSteps away from Gulf, pool Fabulous 2B/2B condo

White Cap Beach condo is just steps away from the gulfs white sandy beach. Relax, unwind, and create beautiful memories in this 2b/2b condo! The master bedroom oasis has a king size bed, full bathroom, private balcony, and a streaming TV. The second bedroom boasts a beachy feel with two twin beds and a streaming TV. The living room has a pull out queen sofa and a new 60 inch 4k TV. The fully loaded kitchen contains all your cooking needs. Enjoy Gulf views from your front balcony.

Aug 11 – 18

ﺩ.ﺇ1,059 per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 146 reviews

Casa Bella B - 1 Bed/1 Bath - Steps To The Beach

Fort Myers Beach Short Term Rental #21-0112. Fresh, clean and cozy, this 1 bedroom, 1 bath condo is located directly across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. Public beach access is a 3-minute walk south on Dakota Ave. Located mid-island Casa Bella B is close to all amenities including a grocery store and restaurants. The popular Island Trolly services the length of the island from Times Square to Lover's Key State Park.

Nov 13 – 20

ﺩ.ﺇ818 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Come enjoy Flip Flops Forever

We're back and better than ever! You've had to put your vacation at the Beach on hold, we are ready for you now! While our rental homes may look a little different, yards may not be as lush as Fort Myers Beach rebuilds, we can tell you that all our homes that have been either renovated or rebuilt and have been inspected thoroughly to meet your needs. When choosing your home, please be sure to read the descriptions carefully.

Jul 15 – 22

ﺩ.ﺇ824 per night

Condo in Fort Myers Beach

5.0 out of 5 average rating, 27 reviews

Owner Managed | 3Bed 2Bath Beachfront Condo | Pool

Welcome to GullWing 202! OWNER-MANAGED 3 bedroom, 2 bathroom condo on the widest stretch of white, sand beach on Estero Island. Relax and enjoy the sun on the beach or poolside while helping to support the rebuilding efforts in Fort Myers Beach! The pool is open complete with all new furniture and new BBQ grills. Publix and CVS are now open along with more and more restaurants.

Aug 17 – 24

ﺩ.ﺇ1,386 per night

Vacation rentals for every style

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Popular amenities for Estero Island beachfront rentals

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Air conditioning

Pet-friendly beachfront home rentals

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 39 reviews

Heated Pool Home steps to the beach

Jul 7 – 14

ﺩ.ﺇ825 per night

Home in Matlacha

4.89 out of 5 average rating, 36 reviews

Sunset Waterfront Retreat with Kayak

Jun 10 – 17

ﺩ.ﺇ356 per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 20 reviews

Beach, pool time & fun times @ Blue Fish Lagoon

Sep 14 – 21

ﺩ.ﺇ1,798 per night

Home in North Fort Myers

4.8 out of 5 average rating, 5 reviews

Canal View Cottage

Sep 7 – 14

ﺩ.ﺇ407 per night

Home in Captiva

5.0 out of 5 average rating, 25 reviews

Private Island Luxury * Pool * Dock * Club Access

Jan 23 – 30

ﺩ.ﺇ2,992 per night

Home in Placida

5.0 out of 5 average rating, 51 reviews

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI

Apr 12 – 19

ﺩ.ﺇ2,352 per night

Condo in North Fort Myers

4.83 out of 5 average rating, 98 reviews

Ground Floor Lake-Front Condo on 5 ac private lake

Aug 3 – 10

ﺩ.ﺇ382 per night

Home in Cape Coral

4.91 out of 5 average rating, 34 reviews

The Doghouse

Sep 9 – 16

ﺩ.ﺇ909 per night

Beachfront home rentals with a pool

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Mar 8 – 15

ﺩ.ﺇ775 per night

Home in Captiva

4.91 out of 5 average rating, 102 reviews

Blue Laguna - Vacation in paradise!

Apr 20 – 27

ﺩ.ﺇ2,598 per night

Condo in Bonita Springs

4.8 out of 5 average rating, 35 reviews

Stay With Us In Our Tropical Paradise Suite

Jul 20 – 27

ﺩ.ﺇ566 per night

Condo in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Beach Villas #104 - Beach Front Condo 20% OFF

Sep 19 – 26

ﺩ.ﺇ1,282 per night

Apartment in Fort Myers

4.97 out of 5 average rating, 37 reviews

6th Floor Beachfront Condo Sanibel Harbour

Dec 17 – 24

ﺩ.ﺇ1,893 per night

Villa in Fort Myers Beach

4.89 out of 5 average rating, 28 reviews

Wischis Florida Home - Sunshine Beach

Sep 8 – 15

ﺩ.ﺇ2,516 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 12 reviews

Island Oasis-dock, pool, 5 min walk to beach.

Nov 16 – 23

ﺩ.ﺇ2,907 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 3 reviews

Waterfront Island Oasis w/Heated Pool & Boat Lift!

Feb 25 – Mar 4

ﺩ.ﺇ2,891 per night

Private beachfront home rentals

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 8 reviews

Lover's Key at Siesta Dreams

Jul 7 – 14

ﺩ.ﺇ716 per night

Apartment in Fort Myers Beach

4.93 out of 5 average rating, 42 reviews

Ready Post Ian! Owners on HGTV! Private Beach Path

Jan 21 – 28

ﺩ.ﺇ1,473 per night

Home in Bonita Springs

4.94 out of 5 average rating, 35 reviews

Seaside Escape steps from Bonita Beach

Jun 26 – Jul 3

ﺩ.ﺇ2,663 per night

Home in Fort Myers Beach

4.9 out of 5 average rating, 40 reviews

200ft From Beach.. 2 Bed 2 bath.. Remodeled SPA

Sep 16 – 23

ﺩ.ﺇ1,518 per night

Apartment in Fort Myers Beach

4.85 out of 5 average rating, 20 reviews

Beachfront-Pool-Fortmyers Beach

Aug 21 – 28

ﺩ.ﺇ1,191 per night

Home in Captiva

5.0 out of 5 average rating, 66 reviews

Beachfront | Pvt Fishing Dock, Shelling, Sunrises

Sep 8 – 15

ﺩ.ﺇ2,391 per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 29 reviews

Beachfront Lovers Key Beach Club Condo 802

Nov 2 – 9

ﺩ.ﺇ750 per night

Apartment in Bonita Springs

4.97 out of 5 average rating, 92 reviews

Beach/Sunset Bay/Sunrise Relax/Island Living

Sep 14 – 21

ﺩ.ﺇ1,480 per night

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