
Condo vacation rentals in Estero Island
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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
4.93 out of 5 average rating, 214 reviews
Beachfront & newly refurbished with heated pool
Located on the southend of Ft. Myers Beach. Enjoy the Beach Life! This beautiful one-bedroom condo on the beach with partial ocean views for breathtaking sunsets situated on 10 acres of beauty. Estero Beach & Tennis is ready for a new vacation experience ! heated pool, laundry rooms, BBQ areas, tennis courts, pickleball and bocce ball. Santinis Plaza across street,Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise
5.0 out of 5 average rating, 29 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.
4.95 out of 5 average rating, 121 reviews
Luxury Beach Condo On The Bay In A tropical Oasis!
Stylish beach condo located on the bay in Estero Island is one of the most beautiful places in all of Florida. There is activities for all ages from fishing, boating, swimming, bicycling and kayaking. You can enjoy World Famous Seafood Restaurants or hang out in the tropical laid back downtown. The condo is walking distance to the beach or a short drive to Lovers Key. Where you can find dolphins exotic shells, manatees, live conch and sea dollars. Memories made here will last a life time!!
4.97 out of 5 average rating, 71 reviews
3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8
Welcome to GullWing 202! Experience the comfort of our OWNER-MANAGED 3-bedroom, 2-bath condo situated on Estero Island's broadest white-sand beach. Unwind and bask in the sunshine on the beach or beside the pool, all while supporting the restoration of Fort Myers Beach! Our pool area is ready for enjoyment, featuring brand-new loungers and fresh BBQ grills. Plus, with Publix and CVS open, as well as a growing selection of restaurants, you'll have all the essentials for an ideal getaway.
4.91 out of 5 average rating, 88 reviews
Coastal Escape | Walk to Beach | Sunset Views
Sunshine Escape ☀️ Steps to the Beach • Family + Friends Welcome!🌴 100% beachfront, close to restaurants, the marina, nightlife, supermarkets, and more. From the lanai, enjoy the white sands of our prestigious beach and breathtaking sunsets. Master Bedroom: King-size bed (super comfortable) Second Bedroom: Full-size bed + bunk bed (kids absolutely LOVE this room) Living Room: Sofa bed for additional friends or family Don’t wait — book today and be part of an unforgettable vacation! 🌊☀️
5.0 out of 5 average rating, 11 reviews
Sea Salt Beach Front Condo
Welcome to Sea Salt at Castle Beach, a newly renovated 2-bedroom, 2-bath Gulf-front condo designed for relaxation, comfort, and effortless coastal living. The open living space includes a comfortable pullout sofa. Each bedroom features its own ensuite with a walk-in shower, offering privacy and convenience for couples, families, or friends traveling together. The lanai spans the width of the condo, delivering breathtaking, unobstructed views of the Gulf and your private stretch of beach.
5.0 out of 5 average rating, 9 reviews
Island Time Too | Beach Front + Resort Amenities!
🌴 Island Time Too: a bright 10th-floor 3BR/2BA beachfront condo on Fort Myers Beach's quiet south end with stunning Gulf views and nightly sunsets. Enjoy coffee on the screened balcony, direct beach access, and resort amenities including a heated pool, spa, grilling area, and newly renovated tennis & pickleball courts (we provide racquets/paddles for guest use!). Walk to Santini Plaza or explore nearby islands for the perfect coastal escape.
5.0 out of 5 average rating, 50 reviews
Direct BEACH FRONT - Ocean Views
* Minimum age to book is 25 please. Beachfront Condo perfectly situated on the 5th floor with Spectacular Direct Ocean Front Views from the entire condo. Enjoy your meals on the lanai while watching beach goers and dolphins during the day and cocktails at night watching the SPECTACULAR Fort Myers Beach sunset. Freshly painted and furnished for your comfort. Walking distance or local Trolley service to many restaurants, bars and stores.
4.91 out of 5 average rating, 68 reviews
Boutique condo on the bay, short walk to the beach
NOTE: the pool will be closed maybe until mid to late September for repairs. 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.
4.86 out of 5 average rating, 95 reviews
Oceanfront Condo 201 | Heated Pool + Gulf Views
Rare corner-unit beachfront retreat directly on the white sands of Fort Myers Beach! Enjoy panoramic Gulf views, ocean breezes, beautiful sunsets & a large heated pool. Bright, comfortable and perfectly located mid-island. Supermarket, Junkanoo restaurant/bar & Snook Bight Marina are right across the street. Walk to dining, boat rentals, sunset cruises & deep-sea fishing. Keyless entry, 3 TVs & 6 beach towels included.
4.95 out of 5 average rating, 20 reviews
206C Gulf Water Views + 2 bikes + beach gear
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.
4.84 out of 5 average rating, 128 reviewsPopular amenities for Estero Island condo rentals
Weekly condo rentals

Seaside 204 Beachfront condo - Luna Sea on FMB
4.94 out of 5 average rating, 33 reviews
The Shores Penthouse Gulf 100% ocean Gulf front
4.91 out of 5 average rating, 47 reviews
Gulf View Paradise** NEWLY RENOVATED**
4.89 out of 5 average rating, 28 reviews
Vacation Villas #132 Second Floor Beachfront Condo
4.94 out of 5 average rating, 48 reviews
Lover's Key Resort Unit #807
4.91 out of 5 average rating, 81 reviews
Welcome to Blue Ocean Casa — Your Beachfront Parad
4.9 out of 5 average rating, 20 reviews
Relax FMB Gulf views/ pool Beautiful 2B/2B condo
4.97 out of 5 average rating, 65 reviews
Fort Myers Beachfront Escape - Walk to the Sand!
5.0 out of 5 average rating, 17 reviewsPet-friendly condo rentals

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.
4.86 out of 5 average rating, 211 reviews
Seas the Day! Beach*Wine*Dine*Relax. And repeat!
4.92 out of 5 average rating, 172 reviews
Ground Floor Lake-Front Condo on 5 ac private lake
4.83 out of 5 average rating, 132 reviews
Bahama Mama | Gorgeous condo with pool and spa
4.82 out of 5 average rating, 17 reviews
1st floor condo, pools, golf, beaches, shops
4.95 out of 5 average rating, 21 reviews
Renovated poolside escape with two kings, bikes
4.95 out of 5 average rating, 21 reviews
Beach Lovers Welcome, 303
4.87 out of 5 average rating, 99 reviews
Loggerhead Cay 522 - Dog Friendly, Corner Property
4.8 out of 5 average rating, 5 reviewsCondo rentals with a pool

Luxury Beachfront Condo
5.0 out of 5 average rating, 20 reviews
Beach condo on yachat marina
5.0 out of 5 average rating, 12 reviews
Beach Front Condo with Amazing view of Gulf
4.75 out of 5 average rating, 55 reviews
Waterfront views await! Paradise at a Great Value
4.92 out of 5 average rating, 74 reviews
Pointe Santo E4
5.0 out of 5 average rating, 17 reviews
Owner-Managed Direct Gulf Front Amazing Sunsets
4.86 out of 5 average rating, 7 reviews
Beach Sanctuary Condo
4.98 out of 5 average rating, 56 reviews
Sanibel condo - Walk to beach - Colony Inn 02
4.86 out of 5 average rating, 29 reviewsDestinations to explore
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