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Beachfront vacation rentals in Estero Island

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Estero Island

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

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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

Sep 7 – 14

€ 509 per night

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

€ 187 per night

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

€ 357 per night

Cottage in Saint James City

5.0 out of 5 average rating, 26 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!

Nov 5 – 12

€ 223 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

Oct 30 – Nov 6

€ 775 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.

Nov 7 – 14

€ 227 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.

May 9 – 16

€ 503 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 3 – 10

€ 322 per night

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

€ 235 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

€ 282 per night

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

€ 408 per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 8 reviews

Lover's Key at Siesta Dreams

Welcome to Lover's Key at Siesta Dreams - a newly remodeled haven offering the perfect Florida getaway. Whether you're planning an intimate retreat or a gathering of friends or family, our property provides ample space and privacy across four distinct units. Rent one unit or all 4 for larger groups! Owners are FL licensed real estate Brokers.

Oct 1 – 8

€ 217 per night

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Popular amenities for Estero Island beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Welcome To Pleasant Paradise

Dec 30 – Jan 6

€ 422 per night

Apartment in Matlacha

4.86 out of 5 average rating, 42 reviews

Studio#3 The Heart of Matlacha-kayaking access

Oct 8 – 15

€ 134 per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 39 reviews

Heated Pool Home steps to the beach

Dec 31 – Jan 7

€ 401 per night

Home in North Fort Myers

4.75 out of 5 average rating, 4 reviews

Canal View Cottage

Aug 21 – 28

€ 125 per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 18 reviews

Beach, pool time & fun times @ Blue Fish Lagoon

Dec 10 – 17

€ 543 per night

Home in Captiva

5.0 out of 5 average rating, 3 reviews

Turtle Escape: Pool, Beach & Fun!

Nov 29 – Dec 6

€ 534 per night

Home in Cape Coral

5.0 out of 5 average rating, 11 reviews

A tropical boaters pet friendly paradise!

Jul 4 – 11

€ 435 per night

Home in Matlacha

4.88 out of 5 average rating, 25 reviews

Stilted Waterfront Home w HotTub

Dec 30 – Jan 6

€ 173 per night

Beachfront home rentals with a pool

Home in Captiva

4.91 out of 5 average rating, 102 reviews

Blue Laguna - Vacation in paradise!

Mar 4 – 11

€ 824 per night

Cottage in Bokeelia

4.99 out of 5 average rating, 110 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Oct 23 – 30

€ 230 per night

Condo in Bonita Springs

4.84 out of 5 average rating, 32 reviews

Stay With Us In Our Tropical Paradise Suite

Jul 20 – 27

€ 160 per night

Condo in Fort Myers Beach

5.0 out of 5 average rating, 27 reviews

Owner Managed | 3Bed 2Bath Beachfront Condo | Pool

Sep 23 – 30

€ 457 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 3 reviews

Waterfront Island Oasis w/Heated Pool & Boat Lift!

Mar 25 – Apr 1

€ 897 per night

Apartment in Fort Myers

4.97 out of 5 average rating, 37 reviews

6th Floor Beachfront Condo Sanibel Harbour

Feb 12 – 19

€ 734 per night

Condo in Fort Myers Beach

5.0 out of 5 average rating, 5 reviews

Beach Villas #104 - Beach Front Condo 20% OFF

Jan 20 – 27

€ 901 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 12 reviews

Book 4 nights get 5th free/dock/pool/walk to beach

Nov 9 – 16

€ 1,060 per night

Private beachfront home rentals

Home in Bonita Springs

4.8 out of 5 average rating, 5 reviews

Beach Haven: Sun, Sand, Serenity

Nov 2 – 9

€ 1,022 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

Feb 6 – 13

€ 455 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

Feb 3 – 10

€ 464 per night

Camper/RV in North Fort Myers

4.95 out of 5 average rating, 38 reviews

Waterways Escape

Jul 4 – 11

€ 123 per night

Apartment in Cape Coral

4.87 out of 5 average rating, 31 reviews

The Cape (2)/Gulf access

May 31 – Jun 7

€ 114 per night

Home in Cape Coral

4.89 out of 5 average rating, 27 reviews

Waterfront/Sunset View/HotTub/Gulf Access/ Dock

May 6 – 13

€ 182 per night

Apartment in Naples

5.0 out of 5 average rating, 3 reviews

Westshore 1201 at Naples Cay

Jun 2 – 9

€ 499 per night

Home in Cape Coral

5.0 out of 5 average rating, 20 reviews

Cozy Doll House at Yacht Club CC

Jul 11 – 18

€ 148 per night

Destinations to explore