
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.

Salt Air Gulf View Pool Condo Steps from the Beach
This 2-bed, 2-bath condo has EVERYTHING for your sunny beach getaway! The master bedroom has a king bed and ensuite bathroom for privacy, while the second bedroom has 2 twins next to another full bathroom. Just steps from the white sand beaches with beach towels and chairs provided. Enjoy the pool or private balconies while you unwind and soak up the sunshine. A short walk to Publix and the island's favorite hangout, Junkanoo. Note: this second-floor unit’s elevator is currently out of order.

Seaside Serenity at EBT 105C
Welcome to your tropical vacation getaway. This beautiful 1-bedroom, 1-bath open concept condo on the 1st floor offers amazing views of the Gulf of America and the white sandy beach. You will enjoy sitting on the lanai watching the gorgeous sunsets, or possibly catch a glimpse of the dolphins playing. This condo has recently been renovated with all new kitchen cabinets, granite countertops, stainless steel appliances, walk-in shower, and tile flooring throughout. This is a 7 NIGHT MINIMUM

Beachfront @ Elevate in the Sun!
Welcome to ELEVATE IN THE SUN! Where an elevated experience is waiting. Premier Host (Other Site)-4.8* The unit boasts a completely remodeled kitchen with quartz countertops, brand new appliances including a dishwasher (very rare), brand new living room furniture, and new A/C and music surround sound streaming via Amazon Alexa and Apple Music. Sunrises are included each morning on your private balcony and sunsets are breathtaking down on the beach with toes in the bright white sand.

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach
Personally hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new home offers Gulf views from the front porch—just steps from the white-sand beach. The 3BR/2BA retreat sleeps 8 with 2 KING bedrooms, a private heated pool, and a fenced outdoor living/dining area with TV and boutique coastal hotel vibe. Enjoy all-new furnishings, games, and beach gear. Open-concept living/kitchen/dining with 85” smart TV. Family-friendly and walkable to bars, restaurants, shops, and the marina.

Sun & Fun | Beach Front Condo, Pool, Tennis
Your ideal Fort Myers Beach getaway awaits. Wake up to the Gulf breezes, stroll along the beach, lounge by the pool and end your day with unforgettable sunsets! This comfortable condo has everything you need for a laid-back, sunny escape in a highly sought-after location! *Balcony w/ seating *Beach is at your doorstep *Pool, tennis & pickleball *Prime location at Estero Beach & Tennis Club *King bed, well-equipped kitchen *Laundry *Easy ride to shops, restaurants + local attractions

Ocean Jewels 1 - Overlooks Margaritaville
Right on Estero Blvd. in the heart of Fort Myers Beach sits this one bedroom loft! With two king beds in the sleeping area and a sleeper sofa in the living room, you can have up to 6 guests here. Enjoy the brand new bath with walk-in shower, living space with large picture window facing the Gulf, and an all new kitchen with everything you need to prepare a full meal or just a snack for the beach! Guests can expect modern and cozy decor with free WiFi and a TV in the living area.

Gorgeous condo with pool and spa
Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, free bikes and is within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 5 at Margarita Mansion, which features two bedrooms and two bathrooms. Pet friendly with a sleeping capacity of up to seven guests, with a patio and bikes this listing is perfect for guests seeking an amenity rich experience that is close to the beach!

Beachside Living – Walk to the Water!
Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!

Tide & Seek: Beach-front and Resort Amenities
Welcome to Tide & Seek! This stylish 2 bedroom, 2 bath condo at Gull Wing Beach Resort is perfectly situated on the peaceful south end of Fort Myers Beach. Sleeping 6, this 8th-floor retreat features an open living space, full kitchen with coffee & wine bar, and a screened balcony with angled Gulf views. With resort amenities including a heated pool, spa, grilling area, and direct beach access, it’s the ideal spot for families or friends to unwind in coastal comfort.

Your Home at the Beach!
Less than a mile from Time’s Square, the beach center, and the remains of the pier. Beach access is a 5 minute walk. Close to public transportation and located on a quiet street with a private backyard on a canal. If you’re lucky, catch a glimpse of a dolphin or manatee. Private entrance. Newly remodeled with full kitchen and shared laundry room. If this sounds like what you’ve been looking for, instant book right now or text me with any questions you might have.

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

Bungalow 4ppl, 500ft to beach, BBQ, Beachgear
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.
Popular amenities for Estero Island holiday rentals
Other great holiday rentals in Estero Island

Lovers Key Resort 404 | Water Views, Pool Access

The Shores Penthouse Gulf 100% ocean Gulf front

Mango Street Inn Suite 1

3 Bedroom, 2 bath 7 minute walk to Beach

Casa Playa #705 - Casa Bay

No Resort Fee! Over $150 of Free Daily Activities!

Lakeview Villa

Beautiful Pool & Gulf View near Algiers Beach!
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
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a kayak Estero Island
- Rentals with pools Estero Island
- Villa rentals Estero Island
- Apartment rentals Estero Island
- Family-friendly rentals Estero Island
- Fitness-friendly rentals Estero Island
- Rentals with a fireplace Estero Island
- Rentals with a patio Estero Island
- Beach condo rentals Estero Island
- Beachfront rentals Estero Island
- Beach house rentals Estero Island
- Rentals with a fire pit Estero Island
- Rentals with a washing machine and dryer Estero Island
- Resort rentals Estero Island
- Serviced apartment rentals Estero Island
- Rentals with a hot tub Estero Island
- Rentals with outdoor seating Estero Island
- Rentals with beach access Estero Island
- Rentals with an EV charger Estero Island
- Rentals with lake access Estero Island
- Pet-friendly rentals Estero Island
- Waterfront rentals Estero Island
- Luxury rentals Estero Island
- House rentals Estero Island
- Condo rentals Estero Island
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Marco Island Public Beach Access
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- Gasparilla Island State Park
- Bunche Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Warm Mineral Springs Park
- Stonebridge Country Club
- Manatee Park
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course
- Bonita Beach Dog Park




