
Holiday houses in Estero Island
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Estero Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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

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

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi
🌴 Prime Location • Fully Remodeled 11/15/25 ✨Enjoy the new 14×16 ft heated swim Jacuzzi—largest on the island—w/chairs/loungers for 16 ++ no-stairs layout just 200 ft from the nicest beach in SW Florida++ **4,000 sq ft of brand new travertine around the property and in the back yard ✨ 2BR/2BA • Sleeps 8 (2 queens, 2 Chairs that fold into single beds + huge sofa) 🚗 Parking for 4 🍹 Backyard w/ BBQ & Dining for 14 📺 WiFi, Netflix, 3 A/C units 🚲 New bikes, beach chairs & beach towels

**Luxury Beach Front Condo w/ Pool in heart of FMB
You'll absolutely love this 2 bed / 2 bath beachfront condo that includes: *Direct access to the powder white sand on Ft. Myers Beach * Pool and hot tub is currently under construction, guests staying while closed will receive a discount * Less then a mile to all of the shops and restaurants in Times Square * Fully stocked gourmet kitchen * Dedicated free parking space included * Elevator for easy access * Beach towels and chairs provided * Fantastic views from the private balcony

Coral Reef Villa - Steps from beach / Private Pool
We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Short walk to Beach!
Relax near the beach at this peaceful place to stay. This quiet upstairs unit is newly remodeled with new appliances and quartz counters! Enjoy sitting on your private porch or rent both sides with friends and open up the privacy door between the porches. This unit sleeps 4 people with: King bedroom Queen futon in living room Additional living space can be rented with downstairs unit that sleeps 8 and other upstairs unit that sleeps 4 (mirror image of this unit).

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.

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.

Nautical Nest - Quick Walk to Beach
Escape to this stunning, brand-new 4-bedroom, 2.5-bathroom pool home located mid-island on beautiful Fort Myers Beach. Perfectly positioned just across the street from the pristine shoreline, you’re steps away from the sand and surf, making it the ideal retreat for beach lovers. This freshly built home features a bright, open layout with modern finishes throughout.

Key West–Style Home • Heated Pool • Walk to Beach
A relaxed, easygoing home designed for Fort Myers Beach living. A 3-bed, 2-bath retreat that sleeps 6, located at the end of a quiet street, just 3-minute stroll to Fort Myers Beach. Features include a private heated pool, outdoor seating, grill, outdoor shower. Walkable to Snook Bight Marina, restaurants, Publix, and the nearby trolley transportation.

Seaside Resort Unit 309
This property requires a 7 night minimum from December- April Welcome to Seaside Oasis, your beachside getaway on the Gulf of America. This newly remodeled 2-bedroom, 2-bathroom condo situated right on the white sandy beaches of Fort Myers Beach is the perfect place for your getaway, offering spectacular beach views, water views and amazing sunsets!
Popular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

Good Times & Tan Lines

Gorgeous Beach Residence with Pool, Spa, and Bikes

Blue Lagoon w/ heated pool-2 min walk to beach

MiCasa SuCasa - Heated Pool/Game Room/Roomy/Quiet

Oceanview Oasis⁘Heated Pool⁘Grill⁘Screened Porch

Grace by The Sea · 2025 Build · Steps to Beach

Costal Canalfront Escape-Walk To Top Fl Beaches!

NEW - Estero Dream Beach Home
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Fitness-friendly rentals Estero Island
- Rentals with an EV charger Estero Island
- Rentals with beach access Estero Island
- Rentals with a fire pit Estero Island
- Rentals with a kayak Estero Island
- Waterfront rentals Estero Island
- Luxury rentals Estero Island
- Apartment rentals Estero Island
- Beach condo rentals Estero Island
- Beachfront rentals Estero Island
- Rentals with lake access Estero Island
- Rentals with outdoor seating Estero Island
- House rentals Estero Island
- Villa rentals Estero Island
- Family-friendly rentals Estero Island
- Condo rentals Estero Island
- Rentals with a fireplace Estero Island
- Rentals with pools Estero Island
- Rentals with a hot tub Estero Island
- Rentals with a patio Estero Island
- Pet-friendly rentals Estero Island
- Resort rentals Estero Island
- Serviced apartment rentals Estero Island
- Rentals with a washing machine and dryer Estero Island
- Beach house rentals Estero Island
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Blind Pass Beach
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Boca Grande Pass
- Esplanade Golf & Country Club of Naples
- Stonebridge Country Club
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Jetblue Park
- Bowman's Beach
- Talis Park Golf Club
- Bunche Beach
- Coral Oaks Golf Course
- Hertz Arena
- Barefoot Beach State Preserve




