Beachfront vacation rentals in Estero Bay

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Top-rated beachfront rentals in Estero Bay

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Guest favorite

Condo in Fort Myers Beach

4.93 out of 5 average rating, 27 reviews

Beachfront Lovers Key Beach Club Condo 1002

Our remodeled 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private lanai. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, hot tub, grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

Sep 21 – 28

ﺩ.ﺇ554 per night

Superhost

Home in Fort Myers Beach

4.86 out of 5 average rating, 58 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

Oct 18 – 25

ﺩ.ﺇ1,133 per night

Guest favorite

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

Oct 30 – Nov 6

ﺩ.ﺇ2,505 per night

Guest favorite

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.

Nov 7 – 14

ﺩ.ﺇ767 per night

Superhost

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.

May 9 – 16

ﺩ.ﺇ1,578 per night

Guest favorite

Apartment in Bonita Springs

4.97 out of 5 average rating, 91 reviews

Beach/Sunset Bay/Sunrise Relax/Island Living

WE SURVIVED IAN WITH NO DAMAGE TO THE LIVING SPACE OF OUR DUPLEX, ONLY THE GROUNDS, PATIOS AND GARAGES WERE DAMAGED. THE GARAGE DOORS WERE REPLACED 12/8 AND THE GROUNDS AND NEW FURNISHINGS ARE REPLACED! Sleeps six comfortably, with separate bathroom vanity along with full bathroom with large shower. There is a linen storage closet and stackable washer/dryer. There are TV's in both bedrooms, along with one in the living room. Street side bedroom has a desk for the working traveler.

Oct 10 – 17

ﺩ.ﺇ1,511 per night

Guest favorite

Condo in Bonita Springs

4.84 out of 5 average rating, 32 reviews

Stay With Us In Our Tropical Paradise Suite

Our proximity to one of the best beaches in the world on the Gulf of Mexico as well as our flexible rental program is unique in Southwest Florida. We are dedicated to insuring you have a relaxing, enjoyable and unforgettable stay with us and that you will return year after year!!! We are located on the beautiful six-mile Bonita Beach in Florida. We are close to Southwest Florida International Airport (RSW). Ours is a friendly and welcoming community of owners and their Guests.

Jul 20 – 27

ﺩ.ﺇ577 per night

Guest favorite

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 39 reviews

Heated Pool Home steps to the beach

Escape and unwind across from the beach on the quieter island end. White sand beach access is 0.3 miles north, and Lover’s Key State Park is 0.5 miles south. This spacious 1-bedroom, 1-bathroom apartment on the 1st floor features a fully stocked kitchen, washer, dryer, linens, shampoo, conditioner, beach towels, chairs, and fast WiFi. Just bring yourself, guests, and groceries for a perfect beach vacation. Pets are welcome at $40/night/pet, with a minimum fee of $200.

Dec 31 – Jan 7

ﺩ.ﺇ1,369 per night

Guest favorite

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 145 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.

Oct 31 – Nov 7

ﺩ.ﺇ782 per night

Guest favorite

Home in Fort Myers Beach

5.0 out of 5 average rating, 7 reviews

Island Grande 5BR with Pool & View

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.

Sep 17 – 24

ﺩ.ﺇ2,880 per night

Guest favorite

Home in Bonita Springs

4.82 out of 5 average rating, 105 reviews

Waterfront - Boat & Grill Included/downstairs

Bonita Springs is back and better than before Hurricane Ian! The home was completely redone and now taking reservations. This home is located on a canal and is just 1 mile to the beach. A dock is available in your backyard for a boat. The canal can accommodate up to a 25-foot boat or there is a canoe available on-site for your use. Great shops and restaurants are within walking distance. Pets permitted. Treat Yourself!

Apr 10 – 17

ﺩ.ﺇ845 per night

Guest favorite

Loft in Boca Grande

4.97 out of 5 average rating, 101 reviews

The Loft on Park Ave--Boca Grande FL

We survived Ian and are ready to host you! A unique loft in the heart of Boca Grande. Grab dinner and drinks and simply walk home. The loft apartment has great views of the main drag in Boca Grande. The timber framed interior and high end appliances assure you will have a comfortable stay. This is a great place to park your car-grab a golf cart- and enjoy the Boca Grande lifestyle.

Jul 31 – Aug 7

ﺩ.ﺇ1,425 per night