Condo holiday rentals in Estero

4.96 out of 5 average rating, 51 reviews

A spacious sleeping area features a large bed adorned with soft linens and decorative pillows. A light-colored painting is displayed above the bed. Natural light enters through sliding glass doors next to a mirrored closet, enhancing the room's openness.

Condo in Bonita Bay

Bonita Bay, Private Beach Access plus

Wild Pines is a condominium community within beautiful Bonita Bay, Bonita Springs. You have shuttle access Doc's Beach house / Bonita Beach while our private beach park is being rebuilt after hurricane Ian, anticipated opening fall 2025. Enjoy the community pool, hot tub, tennis courts & grills as well as miles of walking/biking trails & 3 parks within the larger Bonita Bay community. Bonita Bay is a great location, between Naples & Fort Myers. Close to shopping, dining & several beaches

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.

4.92 out of 5 average rating, 207 reviews

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

4.91 out of 5 average rating, 123 reviews

Bonita Beach and Tennis 5807

Steps away from beautiful Bonita Beach is our studio condo equipped with everything you need for the prefect beach getaway. Lanai with incredible views of evening sunsets. Gulf views from lanai, living room and bedroom. Walk-in shower, plenty of storage space. Fully equipped kitchen, linens, cooler, beach chairs and towels. 2 heated pools on site. 2 fun restaurants, both on the water, within walking distance. DUE TO HURRICANES IAN & MILTON RESTORATION IS STILL UNDERWAY, INCLUDING TENNIS CRTS.

4.95 out of 5 average rating, 105 reviews

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 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.

4.83 out of 5 average rating, 6 reviews

The Paradise Coast Preserve

Take a break and unwind at this peaceful oasis Heated Pool - All Season! The Best of Both Worlds - North Naples and Beautiful Bonita Springs Enjoy your morning coffee overlooking the peaceful lake view, in a prime spot right on the border of these 2 Coastal Paradises Miss the traffic out the back exit = Just 5-7 minutes to Bonita beach and very close to Vanderbilt beach this gated community known as The Preserve. The community offers a heated pool and you’re minutes from great dining options

The beachfront view reveals several multi-story condominiums lining the shore, surrounded by sandy areas populated by beachgoers. Gentle waves lap at the shoreline, while a sky filled with soft clouds adds to the serene coastal atmosphere.

4.92 out of 5 average rating, 132 reviews

Ken & Gina's Beach Condo (#2301)

Due to hurricane Ian, the courtyards and tennis courts are under repair. Pools are open. 2 of 4 entrances are open. Studio condo across the street from Bonita Beach. 3rd floor unit offering partial views of the gulf. Being able to walk to the beach (2 mins) and 2 restaurants while centrally located between Ft. Myers and Naples makes this a great location. Local bike rental shops offer delivery of bicycles. Bonita beach offers jet ski, paddle board and catamaran rental. Parking is free

A serene pool area is surrounded by lush greenery and tropical landscaping. A waterfall cascades over a rock formation into the zero-entry pool. Lounge chairs are positioned along the water's edge, offering a relaxing space under the shade of umbrellas.

4.98 out of 5 average rating, 80 reviews

Luxury Penthouse Oasis!

Welcome to your tropical penthouse retreat! This oasis has everything you could ever want and more!! Take a dip in the 'Zero Entry' pool with gorgeous waterfall or get a cocktail at the Poolside Chickee- and grill! There are flat screen TVs to watch your favorite games while you enjoy friendly conversation with your condo neighbors' newest friends! This 'resort style' community is extremely family friendly. NOTE: A rental agreement with the condo association is required for safety.

A bright living and dining area features a white dining table set with blue accents. A comfortable light-colored sofa is positioned nearby, inviting relaxation. Large sliding glass doors provide views of the balcony and surroundings, allowing natural light to fill the space.

4.93 out of 5 average rating, 110 reviews

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath

Walk to Beach! Beautiful Top Floor Condo in Park Shore Resort. This wonderful and tranquil get-away is set in a tropical resort with lush tropical vegetation, waterfalls, a large, heated pool, and BBQ area. Newly renovated 2 beds 2 baths with washer and dryer. This top floor unit gives you a breathtaking view over this beautiful resort which offers pool, tennis, pickleball, poolside restaurant Hogfish Harry's. Let us welcome you to your own personal piece of paradise!

A bright living area features a comfortable seating arrangement with a neutral sofa and a reclining chair. A coffee table is positioned centrally, with a scenic view of the ocean visible through expansive sliding glass doors, leading to a balcony with outdoor seating.

4.97 out of 5 average rating, 151 reviews

Bonita Beach and Tennis 3907 - Ocean Views

Welcome to our beautiful condo. We are located on the 9th Floor of Bldg. 3 at Beach and Tennis Club. Beautiful sunsets await you in our 1-bedroom,1 bath, studio condo with views galore of the Gulf. We are just a short walk from the beach and restaurants. Come and enjoy the sunsets from our private balcony. Amenities such as shared pools and private balcony are all open and available for use to relax & unwind while listening to the soothing sounds of waves.

A scenic view showcases Bonita Beach, where the soft sand meets the calm blue waters of the Gulf. Lush palm trees line the beach, with a dining area set back from the shore. A vibrant building is visible, providing options for beachside refreshments.

4.9 out of 5 average rating, 105 reviews

Easy Breezy Too

Steps from the beach! Easy Breezy 2 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 House. ( a $22 per day value. Umbrella is NOT included) AND as a VIP guest you will also receive a 10% discount on parasailing! Come see how easy breezy it all is!

4.83 out of 5 average rating, 118 reviews

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.

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.

4.99 out of 5 average rating, 154 reviews

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.

Popular amenities for Estero condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A light-colored sofa is positioned in the living area, accompanied by two textured poufs on a circular rug. In the background, a plush bed with a wooden headboard is visible, flanked by lamps. Coastal-themed artwork decorates the wall above the bed.

4.98 out of 5 average rating, 49 reviews

Sally’s Seaside Escape – Walk to Beach + Views

5 out of 5 average rating, 9 reviews

Bright and Upgraded Condo in Falling Waters

4.98 out of 5 average rating, 57 reviews

A spacious living area is defined by a soft area rug and wooden flooring. Furniture includes a light blue couch, white dining chairs, and a dining table set. Natural light filters through large sliding doors leading to a balcony, with decorative artwork enhancing the walls.

Condo in McGregor

Cathy Condo

A dining area features a round marble table surrounded by sleek, dark chairs. A vibrant floral arrangement with pink orchids is placed in the center. Natural light floods in through large windows, reflecting off polished marble floors. A stylish chandelier hangs overhead, providing an elegant touch.

5 out of 5 average rating, 18 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

4.96 out of 5 average rating, 72 reviews

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

The open living area features a light-colored sofa and an armchair, with large sliding glass doors allowing natural light and offering views of the bay waters. A wooden dining table with seating for four is positioned nearby, with a bowl of fresh fruit placed centrally.

4.76 out of 5 average rating, 67 reviews

Cozy Condo with amazing views, next to beach

4.83 out of 5 average rating, 64 reviews

The living area features comfortable blue sofas adorned with decorative pillows. A patterned ottoman sits centrally on a plush rug. Natural light filters through large windows that provide views of palm trees, while a light ceiling fan adds to the relaxed atmosphere.

Condo in Bonita Shores

Bonita Beach is Calling!

The exterior view showcases a multi-story condominium building surrounded by landscaped greenery and parking areas. Clear blue skies and distant views of additional structures highlight the location's proximity to the beach. The building is designed with large windows, allowing natural light to enter.

4.86 out of 5 average rating, 76 reviews

Charming Studio- Pool & Courts at Bonita Beach FL

Pet-friendly condo rentals

4.87 out of 5 average rating, 196 reviews

An outdoor seating area is highlighted, featuring a table surrounded by four wicker chairs. A grill is positioned nearby, and the view opens to a serene waterway, complemented by lush trees and a bright sky scattered with clouds.

Condo in Cape Coral

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

4.83 out of 5 average rating, 122 reviews

A modern kitchen features light grey cabinetry and stainless steel appliances, including a coffee maker and microwave. Natural light illuminates the space through a window above the sink, which is complemented by a sleek blue faucet. The countertop provides ample workspace.

Condo in Iona

Cozy Coastal Escape. Close to FMB and Sanibel

5 out of 5 average rating, 6 reviews

Condo in Fort Myers

Resort Like Condo | Salt Water Pool

Condo in North Fort Myers

A spacious living area is highlighted by large windows offering scenic views of the lake. Comfortable seating arrangements include a sectional sofa and two armchairs, while a dining table with chairs is positioned beside a decorative rug. Natural light enhances the open layout.

4.84 out of 5 average rating, 128 reviews

Ground Floor Lake-Front Condo on 5 ac private lake

A spacious screened-in porch features wooden flooring and verdant accents. Several seating options include a round table with four chairs and a cozy seating area. Ceiling fans are visible, and greenery can be seen through the large glass doors and windows.

5 out of 5 average rating, 4 reviews

Spacious, Serene 2BR/2BA Canal Side Home

5 out of 5 average rating, 6 reviews

Condo in Fort Myers

Legacy Loft by Sip and Sage Co

A light-filled living area features a large, comfortable sectional sofa arranged around a white coffee table. Floor-to-ceiling glass doors lead to a balcony, while a stylish television is mounted on the wall. Soft, neutral colors enhance the serene atmosphere.

5 out of 5 average rating, 7 reviews

Amazing Old Naples Property!

A modern kitchen features new stainless steel appliances, including a refrigerator and electric stove. Light-colored cabinetry complements the marble countertop, while a patterned backsplash adds texture. Sink and storage drawers enhance functionality, with dish towels neatly arranged nearby.

4.96 out of 5 average rating, 76 reviews

Newly Remodeled 2 bedroom, 2 miles to the beach!

Condo rentals with a pool

The open living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a vibrant area rug. The dining area includes a round table with four chairs, and a well-equipped kitchen is visible in the background.

5 out of 5 average rating, 15 reviews

Beachfront @ Elevate in the Sun!

4.9 out of 5 average rating, 259 reviews

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 West Gulf Drive

Rare walkout condo on Sanibel beach

An aerial view captures an expanse of sandy beach meeting the ocean, with gentle waves lapping at the shore. The coastline is dotted with a variety of buildings, including a tall condo structure, while tennis courts are visible in the foreground, surrounded by green spaces.

5 out of 5 average rating, 20 reviews

Beachfront condo on 10 acres of pristine beach.

A private covered lanai patio is visible, featuring comfortable seating arranged around a small table. Lush greenery and a lagoon can be seen in the background, enhancing the serene outdoor atmosphere. The area is well-lit with natural light.

5 out of 5 average rating, 15 reviews

Park Shore Resort-Amazing Location, Heated Pool

The kitchen features modern white cabinetry, complemented by a marble countertop. A stainless steel sink is seamlessly integrated into the countertop. Key appliances, including a refrigerator, microwave, and stove, are visible, alongside a window that allows natural light to illuminate the space.

4.71 out of 5 average rating, 14 reviews

New condo on Fort Myers Beach

An open-concept living space is featured, showcasing a modern kitchen with stainless steel appliances and white cabinetry. A glass dining table sits in the foreground, while a comfortable seating area is visible in the background, leading to a sliding door with views of the Gulf.

4.99 out of 5 average rating, 68 reviews

Beautiful 8th Floor Gulf View Condo

4.93 out of 5 average rating, 44 reviews

A view of the Gulf of Mexico and beach access is visible from the balcony. The serene blue sky is dotted with fluffy clouds. Beachside establishments and palm trees are situated along the coast, creating a vibrant coastal scene.

Condo in Bonita Beach

Cozy Studio with Pool & Courts at Bonita Beach FL

A light-filled living area features soft blue armchairs and a leather sofa, arranged around a round coffee table atop natural wood flooring. A wall-mounted flatscreen TV displays a tranquil landscape, while a dining area with modern chairs and a large light fixture is visible in the background.