Holiday rentals with a pool in Fort Myers Beach

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 124 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

4.99 out of 5 average rating, 230 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

An inviting heated saltwater pool is framed by swaying palm trees and lush greenery, offering serene views of a freshwater canal. Two lounge chairs are positioned in the shallows of the pool, creating a perfect spot for relaxation under the clear blue sky.

4.97 out of 5 average rating, 63 reviews

New Gorgeous Smart Home with Heated Pool on the Ca

Unwind in style in this spacious and modern home. Here's what awaits you: Smart Home Technology: Control lights, temperature, and even the front door with voice commands or your smartphone for a seamless experience. Heated Saltwater Pool: Take a refreshing dip in the sparkling pool, perfect for year-round enjoyment. Dedicated Workout Area: Maintain your fitness routine with a private space equipped for exercise. Freshwater Canal Views: Wake up to calming water views and the sounds of nature.

A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.

4.95 out of 5 average rating, 111 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

Aerial view of a stunning coastline, featuring soft white sand intertwined with turquoise waters. Small boats are anchored near the shore, where a few individuals enjoy the beach. Lush greenery and houses are visible in the background, contributing to the serene landscape.

5 out of 5 average rating, 50 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!!

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!

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.

A cozy living space is presented with a light-colored sofa and lounge chair, complemented by a wooden coffee table. Large glass doors open to a balcony with views of the surroundings. A flat-screen TV is mounted on the wall, enhancing the comfortable atmosphere.

5 out of 5 average rating, 15 reviews

Beachfront condo on 10 acres of pristine 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 BRAND NEW- heated pool, lobbies, laundry rooms, pool area, BBQ areas, tennis courts, pickleball and bocce ball. Across the street from Santinis Plaza! Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise

An open living area features a kitchen island with seating for four, surrounded by white cabinetry and stainless steel appliances. A comfortable seating area with light gray furniture invites relaxation, complemented by natural light streaming through multiple windows. Decorative accents add a welcoming touch.

4.92 out of 5 average rating, 13 reviews

Paradise Found

Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping, and you can bike or walk to the beach. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen. Must be 35 to book, park rules.

A modern kitchen area features sleek white cabinetry and a large island with bar seating. Warm wooden accents create a welcoming atmosphere. Potted greenery complements the space, while stylish pendant lights provide illumination above the island. The kitchen is equipped with stainless steel appliances, adding to its contemporary appeal.

5 out of 5 average rating, 66 reviews

Walk to Times Square, steps to the Beach!

Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!

Cottage in Fort Myers Beach

The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.

4.97 out of 5 average rating, 127 reviews

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Apartment in Fort Myers Beach

A modern living area features a spacious light-colored sofa adorned with neutral pillows, positioned next to a circular accent chair. A large television is mounted on the wall opposite, while a dining area is visible in the background. Natural light fills the room, highlighting a beige area rug.

5 out of 5 average rating, 7 reviews

Beachfront Bliss!

Experience the ultimate Fort Myers Beach getaway in our charming 2B/2Ba condo overlooking the beach! This retreat features a king master suite and second bedroom with full and twin beds. Enjoy modern walk-in showers, fully equipped kitchen boasting SS appliances and quartz tops. Stay connected with high-speed Wi-Fi, unwind on the balcony with stunning Gulf views, stroll along the beach, or explore the vibrant Times Square area. Your perfect beach escape awaits!

A coastal home featuring a light blue exterior with a metal roof, surrounded by palm trees. The front yard is landscaped with greenery, and a paved driveway leads to a covered parking area beneath the house. Steps ascend to a front porch adorned with white railings.

5 out of 5 average rating, 17 reviews

Beach Bound + 2025 Build + Walk to town

Personally hosted by Paul & Alicia of Dancing Palms Vacations, a fresh coastal escape with all the essentials: a saltwater heated pool, fenced backyard, and spacious lanai for lounging or dining outdoors. The covered front porch frames bay views and catches Gulf breezes — perfect for slow mornings with coffee. After the beach (just a short walk away), fire up the Blackstone grill or wander to local restaurants and bars. (FMB permit/license 25-0052)

Popular amenities for Fort Myers Beach rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting screened-in patio features a large heated swimming pool surrounded by lounge chairs. Sculptures adorn the sides of the pool, and lush greenery is visible through the expansive windows, offering tranquil views of the outdoors and tranquil ambiance.

5 out of 5 average rating, 75 reviews

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

A spacious living area features a large L-shaped sectional sofa adorned with soft pillows. Natural light pours in through sliding glass doors, which open to the lanai and pool area. A round coffee table sits center stage on a vibrant area rug, enhancing the welcoming atmosphere.

4.97 out of 5 average rating, 70 reviews

Luxury Canal villa | Heated Pool | Covered Lanai

An aerial view of a single-story home surrounded by lush green grass and palm trees. The exterior features a warm-colored roof, colorful landscaping, and a pathway leading to the entrance. An American flag is prominently displayed in the front yard.

4.96 out of 5 average rating, 107 reviews

***Relaxation Awaits*** Heated Saltwater Pool Home

An outdoor seating area features a round wooden table with four matching chairs. A pool is visible in the background, along with a covered outdoor kitchen area and a flat-screen TV. The setting overlooks a canal, enhancing the relaxed atmosphere.

4.91 out of 5 average rating, 11 reviews

Havana Luxos - Luxury Vacation Rental Cape

A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.

5 out of 5 average rating, 7 reviews

The Great Escape Beach House/ Pool/ Dock

A spacious exterior view of a lakefront house surrounded by lush green landscaping and palm trees. The vibrant colors of the house are complemented by the serene blue lake in the background, offering a tranquil atmosphere. Nearby properties can be seen, highlighting the charming neighborhood.

4.95 out of 5 average rating, 172 reviews

Waterfront villa w/ heated pool & lake view.

A spacious pool area is showcased with a heated pool, surrounded by a screened lanai. Lush tropical landscaping is visible beyond the pool, providing a tranquil backdrop for outdoor living. The expansive area invites relaxation and enjoyment of the surrounding nature.

5 out of 5 average rating, 37 reviews

Backyard Dream-Oasis! - Heated Pool

A modern dining area features a large wooden table set for a meal, complete with plates, glasses, and decorative centerpieces. Stylish pendant lighting illuminates the space, while an adjacent kitchen with stainless steel appliances can be seen in the background.

5 out of 5 average rating, 12 reviews

Surf-Inspired Luxury with Pool & Dock!

Condo rentals with a pool

4.95 out of 5 average rating, 61 reviews

A screened-in lanai features comfortable patio furniture, including two chairs and a round table, arranged on a decorative rug. The expansive glass doors frame a view of the marina, with docks lined by boats and a clear blue sky in the background.

Condo in Punta Gorda

One bedroom condo - overlooking harbor!

4.83 out of 5 average rating, 115 reviews

The modern kitchen features stainless steel appliances, including a stove and microwave. Adjacent, a stacked washer and dryer are positioned beside a minimalist dining area. Natural light floods the space through a nearby window, highlighting the clean lines and neutral color palette.

Condo in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

Superhost

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, 202 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

A private lanai is shown with two seated bar chairs facing the beach. The sandy shore and calm turquoise waters of the Gulf are visible, creating a serene coastal view. The door to the interior of the condo is partially visible on the right.

5 out of 5 average rating, 5 reviews

Seaside Serenity at EBT 105C

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

4.94 out of 5 average rating, 52 reviews

Lover's Key Resort Unit #807

A dining area features a round marble table surrounded by sleek black chairs, accented by a vibrant arrangement of pink flowers. In the background, a living space includes a luxurious chandelier, comfortable seating, and large windows revealing views of the beach.

5 out of 5 average rating, 13 reviews

Seaside 204 Beachfront condo - Luna Sea on FMB

4.96 out of 5 average rating, 142 reviews

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.

Condo in Bonita Springs

Bonita Beach and Tennis 3907 - Ocean Views

4.99 out of 5 average rating, 140 reviews

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 Bonita Springs

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Other holiday rentals with a pool

4.94 out of 5 average rating, 62 reviews

Guesthouse in Estero

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

An aerial view captures the expansive outdoor area featuring a shared pool surrounded by patio space. Green palm trees and vibrant sun umbrellas add to the tropical ambiance. Nearby, several units can be seen, with the upper unit highlighted by a circular outline.

5 out of 5 average rating, 12 reviews

BEACH/POOL/Times square Cottage

5 out of 5 average rating, 53 reviews

An aerial view of the villa showcases a spacious property with a large custom heated saltwater pool, surrounded by a screened lanai. Two kayaks rest on the lush green lawn, and the private dock extends into the calm canal waters.

Villa in Cape Coral

Luxury new construction Villa Ocean Kiss on canal

A spacious outdoor area is featured, showcasing a heated saltwater pool and hot tub bordered by lounge chairs. A lanai with a screen enclosure provides views of the canal, while vibrant pink umbrellas and bar seating add a touch of color to the serene setting.

5 out of 5 average rating, 72 reviews

90Degree SaltWater Pool NEW Luxury Spa Gulf Access

5 out of 5 average rating, 17 reviews

A bright bedroom features large windows offering views of the Caloosahatchee River. The spacious bed is dressed in crisp white linens, with accent pillows adding texture. A small armchair is placed beside the window, complemented by a potted plant on a nearby surface.

Apartment in Fort Myers

Luxury in the sky

A spacious living area is presented with soft neutral tones and a textured carpet. Large windows furnished with sheer curtains allow natural light to enter. A comfortable sectional sofa occupies one corner, while an entertainment unit holds a flat-screen television, creating a cozy space for relaxation.

5 out of 5 average rating, 23 reviews

Seabreeze Hideaway

Aerial view of a tranquil canal scene, displaying well-maintained homes along the water. A covered boat slip is visible next to a pool area, with lush greenery framing the space. The clear sky above enhances the serene atmosphere of this waterfront location.

4.88 out of 5 average rating, 32 reviews

Canal-front Paradise Retreat

The exterior of a newly remodeled home is shown, featuring a welcoming entrance with a railing and stairs leading up to the door. Lush palm trees and vibrant flower planters are positioned by the entrance, set against a clear blue sky.