
Holiday rentals in Estero Island
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Top-rated holiday rentals in Estero Island
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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

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

Waterfront Luxury | Walk to Beach | Heated Pool
For a true luxury escape look no further than this modern waterfront 3 bedroom home with spacious sun lit rooms, a large chefs kitchen and a sparkling heated pool overlooking the canal. Located right in the heart of Fort Myers Beach house is within walking distance to the beach, beach shops and 5 min from the grocery store. Sit at the balcony and watch out for manatees or if you're really lucky the occasional dolphin making their way up the canal while enjoying the views. Lic # STR 22-0028

Luxury Beachside House W/ Heated Pool & Elevator
261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

“Welcome to Relax and Unwind".
“Welcome to Relax and Unwind, your perfect waterfront getaway in beautiful Fort Myers Beach. This charming 2-bedroom, 2-bath home at 70 Emily Lane offers everything you need for comfort and relaxation — a queen bed, twin beds, a cozy futon, and a fully equipped kitchen. Enjoy peaceful mornings by the water, take a kayak or bike ride. Just minutes from the beach and top attractions like Margaritaville Resort, the Key West Ferry, the vibrant marina, and local restaurants

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).

Stylish + Modern! 2 bed 2 bath. 1 block to beach!
One of the most popular vacation rental listings available on Ft Myers Beach! Get ready to thoroughly enjoy your beach vacation at this fully renovated 2 bedroom, 2 bath beach apartment! Wonderful section of the beach too- just one block to the sand. Why stay at a hotel when this is newer, nicer + better! Also check out my 2 other vacation rentals also available for rent in this same building and read the past guest reviews: 8+ years of very happy guests

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Redfish Retreat - South End Pool Home
Welcome to our charming 2-bedroom, 2-bathroom pool home nestled in the heart of Fort Myers Beach! Perfectly situated just a short stroll from the sun-kissed shores, our cozy retreat offers the ultimate blend of comfort, convenience, and coastal relaxation. As you step inside, you'll be greeted by a bright and airy living space adorned with tasteful coastal decor, inviting you to unwind and embrace the laid-back island vibes.

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.

Baycation
Welcome to Baycation, a charming bayfront hideaway designed for relaxed island living. Nestled directly on the bay in the heart of Fort Myers Beach, this beautifully remodeled 2-bedroom, 1-bath downstairs retreat blends coastal comfort with modern convenience—perfect for couples, friends, or a small family seeking a peaceful escape. Sleeps 4 Pool and spa will be installed by November 2026

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

Gorgeous Beach Residence with Pool, Spa, and Bikes

3 Bedroom, 2 bath 7 minute walk to Beach

Beach-View Canal Home | 2BR/2BA w/ Private Dock

Icon on the bay - Panoramic views/Rooftop hot tub

Modern Beachfront Escape - Walk to the Sand!

Sunshine Escape•Steps to the Beach•Sunset Views!

NEW - Estero Dream Beach Home

Wobbly Pelican #2 steps from the beach!
Destinations to explore
- Seminole Holiday rentals
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- Miami Beach Holiday rentals
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- Fitness-friendly rentals Estero Island
- Flat rentals Estero Island
- Rentals with pools Estero Island
- Rentals with outdoor seating Estero Island
- House rentals Estero Island
- Rentals with lake access Estero Island
- Rentals with a hot tub Estero Island
- Rentals with a washing machine and dryer Estero Island
- Waterfront rentals Estero Island
- Pet-friendly rentals Estero Island
- Apartment rentals Estero Island
- Serviced apartment rentals Estero Island
- Resort rentals Estero Island
- Villa rentals Estero Island
- Rentals with a fireplace Estero Island
- Beach house rentals Estero Island
- Beachfront rentals Estero Island
- Rentals with an EV charger Estero Island
- Rentals with a kayak Estero Island
- Rentals with a patio Estero Island
- Family-friendly rentals Estero Island
- Rentals with beach access Estero Island
- Luxury rentals Estero Island
- Rentals with a firepit Estero Island
- Beach apartment 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
- Boca Grande Pass
- Edison & Ford Winter Estates
- Stonebridge Country Club
- Esplanade Golf & Country Club of Naples
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Jetblue Park
- Bowman's Beach
- Talis Park Golf Club
- Coral Oaks Golf Course
- Bunche Beach
- Hertz Arena
- Barefoot Beach State Preserve




