Condo holiday rentals in Estero Bay

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Top-rated condo rentals in Estero Bay

Guests agree: These condos are highly rated for location, cleanliness and more.

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Guest favourite

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

Condo in Fort Myers Beach

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

FamilyLocationCleanliness

4.93 out of 5 average rating, 214 reviews

Top Guest favourite

A serene courtyard features a large pool surrounded by lounge chairs and palm trees. An oversized spa is positioned adjacent to the pool, with lush green foliage framing the scene, offering a sense of tranquility and relaxation in the outdoor space.

Condo in Naples Park

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

LocationFamilyWalkability

4.96 out of 5 average rating, 109 reviews

Guest favourite

Condo in Fort Myers Beach

Luxury Beachfront Condo

Experience luxury beachfront living. This stunning, newly remodeled 2-bedroom, 2-bath condominium is tastefully furnished & offers the ultimate in luxury coastal living w direct beach access. Located directly on the Gulf, this beautiful unit boasts sweeping 180 degree views of the sparkling water, wildlife & Lovers Key State Park from your private screened-in lanai. Relax, and take in breathtaking sunsets. Community amenities include a large, gulf side pool, BBQ grills! STR Registration #19-0158

ValueLocationLaundry

5.0 out of 5 average rating, 20 reviews

Top Guest favourite

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Condo in Sanibel

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.

FamilyValueDecor

4.95 out of 5 average rating, 121 reviews

Top Guest favourite

Condo in Fort Myers Beach

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.

LocationAccuracyKitchen

5.0 out of 5 average rating, 9 reviews

Top Guest favourite

A beachfront view captures soft white sand and calm turquoise waters. A wooden pier stretches out into the water, while a few beach umbrellas and lounge chairs are placed along the shore. Lush greenery frames the scene, providing a tranquil escape.

Condo in Fort Myers Beach

Fort Myers Beachfront Escape - Walk to the Sand!

Wake up to the sound of waves, grab your coffee, and walk barefoot to the beach. Our cozy, sunlit apartment is perfect for couples, solo travelers, or remote workers craving some Florida sunshine. Enjoy from the beautiful sunsets and watch the dolphins swimming on the bay! A beautiful beachside apartment with private beach and heated pool. Located near the quiet Lovers Key State Park. Beautiful bike trails, affordable kayak, boat, and paddle boarding. Perfect Florida oceanic getaway !

FamilyLocationParks

5.0 out of 5 average rating, 17 reviews

Guest favourite

A screened balcony features two woven chairs and a small table, offering a space for relaxation. Lush greenery and a clear blue sky are visible beyond the railing, while the road and nearby buildings can be observed in the distance.

Condo in North Naples

Lovely 1 BR Condo steps away from Bonita Beach!

Welcome to our Bonita Beach Paradise that we would love to share with your family! This unit is newly renovated and all appliances, furniture, and fixtures are brand new! Enjoy ocean & 🌴 views from the condo! Equipped with all the furnishes you need to enjoy your vacation! 1 Bedroom + 1 Bath. Along with a pull out sleeper couch. Refrigerator, Oven/Range, Microwave, and in unit washer and dryer. Exactly a .25 mile walk to the beach, and within walking of local restaurants!

ValueLocationCleanliness

4.8 out of 5 average rating, 111 reviews

Top Guest favourite

A panoramic view of the Gulf of Mexico showcases a sandy beach lined with palm trees. The image captures a vibrant beachfront area featuring a large building with a turquoise roof, surrounded by greenery, offering a lively atmosphere along the shoreline.

Condo in North Naples

Easy Breezy.

Steps from the beach! Easy Breezy is cute, cozy and clean.Unit is stocked with plenty of amenities and extras. Coffee provided for every morning of your stay! Daily vouchers are included for beach chairs set up for you ( VIP service) @ Bonita Jet Ski& Parasail across the street behind Doc’s beach house! ( a $22 per day value. Umbrella is NOT included) You can also receive ten percent off of any parasailing bookings! Come see how easy breezy it all is!

LocationValueAccuracy

4.91 out of 5 average rating, 164 reviews

Top Guest favourite

Condo in Fort Myers Beach

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.

ValueFamilyTV

4.84 out of 5 average rating, 128 reviews

Top Guest favourite

An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.

Condo in North Naples

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

LocationValueBiking

4.99 out of 5 average rating, 179 reviews

Top Guest favourite

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Condo in Sanibel

Rare walkout condo on Sanibel beach

READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.

FamilyValueCleanliness

4.9 out of 5 average rating, 263 reviews

Top Guest favourite

The eight-story building stands prominently along the vibrant green waters of Lovers Key State Park. Lush landscaping surrounds the property, with residential docks and a restaurant visible along the water's edge, enhancing the serene coastal environment.

Condo in Fort Myers Beach

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

HIGH FLOOR Located on the 8th floor of Lovers Key Resort Unit 803, Fort Myers/Bonita Springs, FL. Private balcony overlooking the stunning water views of Lovers Key State Park and its beautiful environment Dolphins, manatees, exotic birds, and more spotted right from your balcony. Pool / Hot tub / gym

LocationFamilyLayout

4.94 out of 5 average rating, 192 reviews