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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

G$65,273 GYD 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

May 31 – Jun 7

G$38,845 GYD 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!

Oct 21 – 28

G$33,377 GYD 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

Jun 12 – 19

G$113,997 GYD 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.

Oct 6 – 13

G$19,796 GYD per night

Home in Captiva

4.91 out of 5 average rating, 102 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Aug 16 – 23

G$118,341 GYD 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 19 – 26

G$112,348 GYD per night

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.

May 30 – Jun 6

G$45,051 GYD 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.

Aug 30 – Sep 6

G$38,912 GYD per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 7 reviews

Cabana Azul on Second - 1030 Second St- 20% off!

Spring24 Promo Code – 20% off any booking with a minimum of 5-night stay in April or May (excluding Memorial Weekend). This property is a 1-bedroom, 1-bath vacation cottage on the tropical Estero Island known as Fort Myers Beach. Its unique location is like finding a hidden gem! Amenities and location leave little else to be desired. This is all in the middle of the hustle and bustle near Times Square, the central hub of Fort Myers Beach.

Sep 15 – 22

G$39,575 GYD 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

G$46,910 GYD per night

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!

May 30 – Jun 6

G$35,699 GYD per night

Vacation rentals for every style

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Popular amenities for Estero Island beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Sun and fun! Adorable 1 bedroom condo on the beach

Mar 31 – Apr 7

G$61,545 GYD per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Welcome To Pleasant Paradise

Nov 2 – 9

G$56,679 GYD per night

Home in North Fort Myers

4.75 out of 5 average rating, 4 reviews

Canal View Cottage

Aug 4 – 11

G$20,571 GYD per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 19 reviews

Beach, pool time & fun times @ Blue Fish Lagoon

Nov 25 – Dec 2

G$102,387 GYD per night

Home in Captiva

5.0 out of 5 average rating, 25 reviews

Private Island Luxury * Pool * Dock * Club Access

Aug 23 – 30

G$138,625 GYD 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

Jun 29 – Jul 6

G$21,822 GYD per night

Home in Cape Coral

5.0 out of 5 average rating, 6 reviews

Villa Coral with heated mineral spa pool

Jun 2 – 9

G$28,552 GYD per night

Home in Cape Coral

4.91 out of 5 average rating, 34 reviews

The Doghouse

Jan 21 – 28

G$82,188 GYD per night

Beachfront home rentals with a pool

Home in Cape Coral

4.93 out of 5 average rating, 104 reviews

Heated Pool Canal Front Home

Aug 14 – 21

G$33,948 GYD per night

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Oct 31 – Nov 7

G$42,466 GYD 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

Oct 11 – 18

G$60,290 GYD per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 3 reviews

Waterfront Island Oasis w/Heated Pool & Boat Lift!

Aug 28 – Sep 4

G$97,247 GYD per night

Condo in Fort Myers Beach

5.0 out of 5 average rating, 27 reviews

Owner Managed | 3Bed 2Bath Beachfront Condo | Pool

Aug 17 – 24

G$74,955 GYD per night

Villa in Fort Myers Beach

4.89 out of 5 average rating, 28 reviews

Wischis Florida Home - Sunshine Beach

Sep 24 – Oct 1

G$143,249 GYD 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.

Apr 6 – 13

G$143,978 GYD per night

Condo in Fort Myers Beach

4.93 out of 5 average rating, 27 reviews

Beachfront Lovers Key Beach Club Condo 1002

Sep 21 – 28

G$30,777 GYD 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

Aug 10 – 17

G$40,750 GYD 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

G$22,156 GYD 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

Dec 20 – 27

G$99,024 GYD 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

Jan 18 – 25

G$86,429 GYD per night

Camper/RV in North Fort Myers

4.95 out of 5 average rating, 38 reviews

Waterways Escape

Aug 22 – 29

G$19,259 GYD per night

Home in Naples

5.0 out of 5 average rating, 44 reviews

Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds

May 25 – Jun 1

G$100,767 GYD per night

Apartment in Fort Myers Beach

4.85 out of 5 average rating, 20 reviews

Beachfront-Pool-Fortmyers Beach

Sep 21 – 28

G$67,830 GYD per night

Home in Cape Coral

5.0 out of 5 average rating, 22 reviews

Cape Coral Paradise, Waterfront, Patio, Pool, Spa

Jul 9 – 16

G$92,638 GYD per night

Destinations to explore