Vacation rentals in Estero Island

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Top-rated vacation rentals in Estero Island

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

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Guest favorite
A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.
Condo in Fort Myers Beach
4.92 out of 5 average rating, 212 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

Top guest favorite
An airy kitchen and dining area showcases light wood flooring and a spacious island with bar seating. White cabinetry contrasts with a vibrant blue backsplash. A dining table with blue chairs is accented by natural light from large windows, creating a bright and open space.
Vacation home in Fort Myers Beach
5 out of 5 average rating, 17 reviews

Heated pool, canal, outdoor kitchen & walk 2 Beach

Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

Superhost
An aerial view of the private pool area features an irregularly shaped pool surrounded by white loungers and a shaded dining table with an orange umbrella. Palm trees provide tropical greenery, and a pink flamingo float adds a playful touch.
Home in Fort Myers Beach
4.77 out of 5 average rating, 31 reviews

Beautiful Pool Home Fort Myers Beach Pet Friendly

Come and Enjoy ultimate relaxation at Ocean Breeze, your perfect getaway on Fort Myers Beach! This stunning home is designed to make your vacation unforgettable, with plenty of space and fantastic amenities for families or groups. Our home comfortably accommodates up to 9 adults up to 11 guests if there are children Upstairs you will find 2 bedrooms and a bonus room with a futon for extra sleeping space Downstairs there is a private suite featuring A kitchenette A Queen sized bed Plus a Futon

Top guest favorite
A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.
Condo in Sanibel
4.96 out of 5 average rating, 115 reviews

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

Top guest favorite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Cape Coral
4.99 out of 5 average rating, 251 reviews

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!

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 16 reviews

Icon on the bay - Panoramic views/Rooftop hot tub

Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

Guest favorite
Home in Fort Myers Beach
4.91 out of 5 average rating, 32 reviews

Across the beach, free parking, bbq, fits 4, pets

Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

Top guest favorite
An eat-in kitchen features sleek granite countertops and stainless steel appliances. A spacious island with seating for six invites casual dining, while modern cabinetry provides ample storage. The warm wood tones and travertine floor create a welcoming space, enhanced by bright overhead lighting.
Apartment in Fort Myers Beach
4.95 out of 5 average rating, 116 reviews

Top rated 2 bedroom 2 bathroom. 1 block to beach!

Prepare to be impressed by this wonderful 2nd floor apartment located just 1 short block from the beach. It sleeps a total of 4 guests (two queen beds) and features a tastefully designed kitchen, granite counters, stainless appliances, updated vanities, 3 tvs & travertine floors. Wifi, bbq grill and a private balcony…pretty much everything you’ll need for a great beach vacation! 247+ very happy guests and counting!

Top guest favorite
Apartment in Fort Myers Beach
4.94 out of 5 average rating, 101 reviews

Island Gold Steps to the Beach - Heated Pool

No expense was spared in creating this luxurious 2BR/2BA apartment in a 4 plex building. Located in a quiet Fort Myers Beach neighborhood surrounded by nature. Just one block to beach access 23 and a short walk or bike ride to Times Square, this second-floor getaway offers a heated pool with waterfall, multiple outdoor spaces, upscale finishes, and thoughtfully curated comforts for a first-class coastal escape.

Guest favorite
The exterior of the newly constructed three-story house is shown, featuring a vibrant light green facade with white accents. Multiple balconies and large windows provide ample natural light. Palm trees and tropical plants enhance the inviting curb appeal of this gulf-side property.
Home in Fort Myers Beach
5 out of 5 average rating, 8 reviews

"The Osprey" - New Construction, Gulf-Side, Pool!

Have fun with your perfect beach getaway! Pool, Tiki Bar, Gulf-side, Ocean!| Brand new construction with pool on premier gulf-side location of Fort Myers Beach. Rebuilt after Hurricane Ian--same great location, same great host! Professionally decorated and just steps from the ocean! Updated with quality finishing, this 4BR, 4BA home is fully outfitted with everything you'll need for your beach getaway.

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 8 reviews

Water Front | Modern Open Concept | Beach Vibes

Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.

Top guest favorite
Condo in Fort Myers Beach
4.91 out of 5 average rating, 88 reviews

Boutique condo on the bay, short walk to the beach

This beautifully updated Condo sits right on Estero Bay with a beautiful view of the water right outside the back door. The beach, shopping plaza, drugstore, and Marina are within a very short walking distance making this condo perfectly situated in the quiet end of Fort Myers Beach. Kick back, relax, and unwind in this elegant yet casual Condo.

Popular amenities for Estero Island vacation rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Fort Myers Beach
  6. Estero Island