
Condo vacation rentals in Estero Island
Find and book unique condos on Airbnb
Top-rated condo rentals in Estero Island
Guests agree: these condos 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

The Sunset @ Naples Boutique | Walk 2 Beaches
Introducing The Sunset @ Naples Boutique! Our most spacious flat @ Naples Boutique; Sunset has 2 bathrooms w step-free entry showers, 2 bedrooms both w King beds. Conveniently situated oceanside of the US41, Vanderbilt beach to the left of us and Delnor Wiggins State Park beach to right. Fabulous shopping, dining & nightlife in Mercato and surrounding area! The courtyard pool and oversized spa will have you sun ledge bathing by day and will illuminate the courtyard for a different ambiance eac

100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a good reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

Sundial A201- Gorgeous Beachfront Condo at Sundial
Introducing Sundial A201- Wake up to the sound of waves and breathtaking panoramic ocean views in this stunning 2 BR/2BA beachfront condo at Sundial of Sanibel. Located just steps from the beach, this coastal retreat offers the perfect blend of relaxation and comfort for your next getaway. Available for the first time since its complete renovation in 2025, don't miss out on the opportunity to experience some of the finest finishings and furnishings that only a condo of this caliber can offer!

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.

Legacy Loft by Sip and Sage Co
Set on the 29th floor with wide views of the Caloosahatchee River and downtown Fort Myers, this retro-modern loft brings together a little 90s nostalgia and a lot of comfort. Designed by Sip & Sage Co., the space feels bright, relaxed, and easy to settle into. Start your mornings with coffee on the balcony, end the day with sunset colors over the water, and enjoy the building’s resort-style amenities whenever you want a break — the pool, gym, sauna, and game room are all right downstairs.

Seaside 204 Beachfront condo - Luna Sea on FMB
LunaSea is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba second floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.

Island Time Too: Beach Front + Resort Amenities!
🌴 Welcome to Island Time Too! This bright 10th-floor 3-bed, 2-bath beach front condo is set right on Fort Myers Beach’s quiet south end with epic Gulf views and amazing nightly sunsets. Sip coffee on the screened balcony, stroll the boardwalk to sugar-white sand, or dive into the heated pool and spa. Walk to Villa Santini Plaza, hop the trolley to Times Square, or explore Lovers Key, Sanibel, Captiva, and Naples—your coastal adventure starts here!

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Sanibel Harbour Resort - 714: Coastal condo
The Harbour Tower pool and hot tub are open! Harbour Tower 714: Two bed & two bath condo at Sanibel Harbour Resort. Located at Punta Rassa just steps away from the Marriott Resort & Spa. Conveniently located before the causeway with easy access to Sanibel, Captiva, Ft Myers Beach, shopping and outdoor activities. Several restaurants in walking distance.

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!

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 condo rentals
Weekly condo rentals

Lovers Key Condos

Half-Way To Heaven II, The Best on Bonita Beach!!!

Beachfront Beauty

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

Santa Maria • Beach & Boating Getaway • Sleeps 8

Sand Dollar A302

Lovers Key Beach Club Private Beach

Sunshine Escape•Steps to the Beach•Sunset Views!
Pet-friendly condo rentals

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Beach-Themed King Bed Suite, Waterfront, Pool

Cozy Coastal Escape. Close to FMB and Sanibel

Bonita Bay, Private Beach Access plus

Relax and walk to the beach, pet friendly, pool

Resort Like Condo | Salt Water Pool

Ground Floor Lake-Front Condo on 5 ac private lake

Spacious, Serene 2BR/2BA Canal Side Home
Condo rentals with a pool

Luxury Awaits! Stunning Condo & Water Views!

Good Times & Tan Lines

Beach Front Heated Pool 2BR Gullwing #203

Cozy Beachfront condo

2-bedroom condo with great location and view

Santa Maria #410, 2 Story THouse, Fresh Remodel

Sundial B207- Stunning Gulf Views

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




