Holiday rentals with a pool in Rotonda

The entrance of the home features a well-maintained landscape with white gravel beds and various green plants. A covered porch and large arched window accent the front facade, while palm trees and open blue skies enhance the serene atmosphere.

4.99 out of 5 average rating, 80 reviews

Royal Palms- Florida Vacation Home

Relax and unwind at this peaceful vacation home. This spectacular golf course, heated pool house, is Florida's dream at its best! You leave the real world behind as you enter this retreat where a sparkling pool takes center stage along with a gorgeous view and screened lanai. You are minutes from Englewood, Venice & Boca Grande beaches, marinas, shopping, and fine dining. A true escape from the everyday ordinary, this one-of-a-kind vacation home is the one! Day trips to Sarasota, Naples &Venice!

A serene outdoor space is displayed with a clear saltwater pool, highlighting a built-in spa. Surrounding palm trees and a tranquil lake are visible through the screened-in patio. Lounge chairs are arranged alongside the pool on a stone patio with a light-colored surface.

5 out of 5 average rating, 16 reviews

Welcome to "Tranquility"

Relax and Play at "The Tranquility"...a new and beautifully done home in a quiet neighborhood yet close to beaches, parks, golf courses, restaurants, shopping and other entertainment! You will appreciate the separate home office, master soaking tub and walk thru shower, no-see-um pool cage, luxury hot tub and spacious lanai. Wake up "naturally" to tropical sounds of birds singing, views of palm trees and saltwater pool "The Tranquility" marries the comforts of home with a touch of hotel luxe.

The outdoor pool area features a screened enclosure, revealing lush greenery in the surrounding landscape. A comfortable seating area with lounge chairs is present. Colorful towels and glasses are arranged on the edge of the pool, with the still water reflecting the evening light.

4.91 out of 5 average rating, 46 reviews

Vacation Paradise in Rotonda

This brand-new home with 3 bedrooms and 3 bathrooms is truly designed for comfort and relaxation. The spacious living room, huge kitchen, and big dining room are an open-layout living area. Our outdoor covered grilling area has outdoor furniture a hot tub, and a heated pool. Walking distance to Long Marsh Golf Club, a short drive to 3 more Gulf Clubs. A Playground for the kids and exercise paths are all here. Amazing 7 beaches to choose to visit with very good restaurants close to the area.

A swimming pool is surrounded by a screened enclosure, featuring a shaded seating area with a thatched umbrella. The clear water reflects the sunlight, and a built-in ledge invites relaxation. Lush greenery is visible beyond the pool area, creating a serene outdoor environment.

5 out of 5 average rating, 23 reviews

Golden Pond Villa! Minutes from Boca Grande!

Welcome to our stunning Golden Pond Villa! Why is this place has such a lovely name? That's because this house has the unique Koi pond with real fishes! Sit back, relax, and enjoy the soothing sights and sounds of running water and beautiful koi fish. Modern brand new furnishings in neutral tones, larges flat screens TV in every room. Open floor plan with high ceiling in living area, large kitchen area, dining area with panoramic windows and amazing view! All the furniture is brand new!

The front of the home is framed by several palm trees and succulent plants, providing a tropical ambiance. A well-maintained lawn is visible, leading up to the entrance, which features a modern design with large windows and a covered porch.

5 out of 5 average rating, 33 reviews

Beautiful Floridian Oasis

Bring the whole family to this great place with lots of room for fun. Home has large open layout that is perfect for family or entertaining. You will love the spacious feel of the high ceilings and large windows that flood the home with natural light overlooking the beautiful views of pool and tropical landscape. Outdoor lanai is perfect for enjoying the Florida lifestyle. Spa spills into a heated pool with a beautiful outdoor kitchen/grilling area. Close to Boca Grand & Englewood beach.

A contemporary dining area features a round table set for four, surrounded by sleek chairs. Large glass walls provide abundant natural light, revealing views of the outdoor space. A modern chandelier hangs above, adding an elegant touch to the inviting atmosphere.

5 out of 5 average rating, 6 reviews

Turtle Bay - minutes to Boca Grande!

Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

The image reveals an inviting pool area within a screened lanai, featuring sun loungers adorned with black and white stripes. A glass-topped dining table accommodates four, accompanied by a potted plant. The pool glimmers with clear water, surrounded by lush greenery.

4.93 out of 5 average rating, 40 reviews

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Do you want to relax in the sun near the Gulf Coast? Welcome to your Tropical Retreat! Beautiful heated pool house and large lanai with high and luxury living upgrades. Located in a quiet community 10 miles to the beach near stunning Boca Grande, Manasota Key and Englewood area. Golf enthusiasts will appreciate the five championship courses (99 holes) found within the community. Spend your days enjoying pool, golfing, fishing or exploring everything that makes Rotonda West unique.

The exterior of a remodeled home is framed by soft sunset hues, revealing a welcoming entrance with large windows. A landscaped lawn features low-maintenance plants along the pathway leading to the front door, complemented by a spacious driveway and garage.

4.97 out of 5 average rating, 30 reviews

Luxury Retreat: Oasis with Pool & Putting Green.

This beautiful remodeled home is the perfect getaway for families with children or couples. For the golf enthusiasts, the house includes a putting green and nearby golf courses..It's located minutes from beautiful Englewood beach and several delicious restaurants. You’ll enjoy the heated saltwater pool and gas firepit or have a cookout on the grill while watching a movie on the large outdoor TV. You will always remember your exceptional stay here and want to return.

5 out of 5 average rating, 9 reviews

Tropical Oasis, pool, pelaton, golf, dog friendly

🌴 Tropical Oasis w/ Heated Saltwater Pool – Perfect for Families! 🏡 small Dog Friendly – $150 per minimum, after first week $50 per week. This spacious 4BR, 3BA home sleeps 12 guests! Features include a king master suite, 2 queen guest rooms, & a bunk room (sleeps 6). Enjoy a heated saltwater pool, outdoor dining, & BBQ area. Inside, relax with a large TV, games. Close to beaches, shopping, & attractions! Book now for the ultimate getaway! ☀️🏖

A sparkling swimming pool is complemented by a relaxing hot tub, both framed by a screened enclosure. Lush greenery from the landscaped yard is visible beyond the pool area, creating a serene outdoor environment bathed in natural light.

4.98 out of 5 average rating, 40 reviews

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits

Escape to this stunning 3-bedroom, 2.5-bathroom home in a tranquil neighborhood. With an open floor plan, cozy fireplaces screened lanai with pool and hot tub, and an outdoor shower and BBQ kitchen area, it's the perfect retreat. We offer complimentary pool heating to 78°F and jacuzzi heating to 90°F so you can enjoy year-round comfort. If you'd like warmer settings, we can accommodate for an additional charge of $22

A private aquatic area features a heated saltwater pool surrounded by a screened patio, offering views of the Rotonda River. Two blue chairs and a sun lounger are positioned nearby, creating a relaxing outdoor space. The pool steps are visible, inviting leisurely swims.

4.95 out of 5 average rating, 128 reviews

Waterfront Villa Shellflower with private pool

Villa Shellflower is located in Rotonda West on a large and quiet property. Right next to the property is the Rontonda River, a wide freshwater canal. The 1564-square-foot house has been furnished with great attention to detail. The large saltwater pool, the southwest-facing sun deck, as well as the cozy dining area provide the perfect holiday feeling. The next dream beach is only 20 minutes away by car.

A private heated pool and spa are set within a screened enclosure. Four lounge chairs are positioned along the poolside, with colorful inflatable floats resting on the water's surface. Lush greenery can be seen through the enclosure, enhancing the serene atmosphere.

5 out of 5 average rating, 16 reviews

Luxury Golf Villa w/ Heated Pool & Spa

Make lasting memories in our bright and spacious 4-bedroom home in Rotonda West! Perfect for families, or couples traveling together, this laid-back retreat features a heated pool and spa, golf course views, and plenty of space to unwind. Located in a quiet neighborhood just minutes from the sandy shores of Boca Grande and Englewood Beach, it’s your home away from home in sunny Florida.

Popular amenities for Rotonda rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

A covered outdoor area features a screened enclosure with a clear view of the sky. Relaxing lounge chairs surround a rectangular pool, which reflects the blue of the water. A dining area is furnished with a table and chairs, providing space for outdoor gatherings.

4.88 out of 5 average rating, 17 reviews

Luxury 3-bedroom Villa with Heated pool and spa

An inviting swimming pool is surrounded by a white screened enclosure, with sunlight reflecting off the water's surface. Comfortable lounge chairs are positioned nearby, providing a relaxing space. A picturesque canal view is visible beyond the pool area, enhancing the outdoor experience.

5 out of 5 average rating, 14 reviews

Canal View Retreat, 3 Bed 2 Bath, Heated Pool

An aerial view of a south-facing pool home is displayed, surrounded by lush greenery and a serene canal. The property features a well-maintained lawn, a circular garden area at the front, and a driveway leading to the entrance, contributing to a peaceful neighborhood setting.

5 out of 5 average rating, 5 reviews

Canal-Side: Pool Home in Rotonda West #61

5 out of 5 average rating, 9 reviews

The exterior of a modern family house is displayed, featuring a manicured lawn and a two-car garage. A welcoming entrance is visible, accentuated by a porch and green vines. The contemporary design is complemented by large windows and a neutral color palette.

Home in Port Charlotte

The perfect retreat with canal view

A screened-in pool area features a clear blue pool surrounded by a spacious deck. Lush greenery and trees are visible through the screens, and the sky is adorned with soft hues of orange and pink, signaling sunset.

4.96 out of 5 average rating, 68 reviews

Spacious Vacation Home

5 out of 5 average rating, 20 reviews

A vibrant outdoor space features a heated pool illuminated with colorful lights. Lounge chairs are arranged near the pool, accompanied by a large umbrella adorned with string lights. Surrounding glass doors offer views into the inviting indoor living areas.

Home in Englewood

Free Heated Pool! Mins from Beach! Private Oasis!

A screened-in patio features a private heated pool with a gentle curve and relaxing loungers. Bright floaties rest in the water, while an outdoor dining set is positioned nearby, offering a space for gatherings. Lush greenery is visible beyond the pool area.

4.94 out of 5 average rating, 36 reviews

Comfy Vacation Home w/ Secluded Pool

The outdoor area features a spacious swimming pool enclosed by a screened lanai. Comfortable seating arrangements are visible, providing an inviting space for relaxation. Sunlight streams through the mesh, creating a bright atmosphere, while a pool cover is seen in the corner.

4.89 out of 5 average rating, 19 reviews

Sun-Soaked & Tranquil Getaway Relaxing Pool Area

Apartment rentals with a pool

A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.

4.96 out of 5 average rating, 123 reviews

Sunset Beach

A covered outdoor patio features a rectangular table surrounded by six black chairs. Palm trees and the tranquil waters of Lemon Bay are visible in the background, providing a scenic view. The spacious area is ideal for relaxation and dining.

4.95 out of 5 average rating, 21 reviews

Bay Breeze @ManasotaKeyCondos

Superhost

A calm exterior view showcases a two-story condo with a light grey façade and large windows. A spacious bedroom is presented, featuring a striped bedspread and modern furnishings. The bathroom includes a walk-in shower with stone flooring and a vanity. A kitchen area highlights sleek countertops and stainless steel appliances.

Apartment in Rotonda West

5 out of 5 average rating, 4 reviews

Perfect Escape | Boca Grande Beach | Pool & Golf

4.96 out of 5 average rating, 101 reviews

An aerial view reveals a mid-century vacation villa surrounded by lush greenery and open spaces, with the coastline and sandy beach visible in the distance. The calm ocean water stretches towards the horizon beneath a partly cloudy sky.

Apartment in Venice

Vintage Villa, Thirty-Five

An open-concept living area is visible upon entry, showcasing a sleek kitchen and dining space. Neutral tones and modern furnishings complement the atmosphere. A stylish chandelier hangs above the dining table, while a cozy sofa and decorative accents enhance the welcoming environment.

4.83 out of 5 average rating, 18 reviews

Spacious 2BR 2BA Beach Condo for Perfect Vacation

4.97 out of 5 average rating, 101 reviews

Studio, pool, private beach, boat dock shark teeth

Apartment in Port Charlotte

A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.

5 out of 5 average rating, 14 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

4.95 out of 5 average rating, 64 reviews

An aerial view captures the vibrant yellow condominium building, surrounded by lush palm trees and well-maintained landscaping. The nearby marina features numerous boats docked in the water, with additional residential buildings and facilities visible in the background.

Apartment in Punta Gorda

Burnt Store Marina- 2BR w/ pool, marina, gulf view

Other holiday rentals with a pool

5 out of 5 average rating, 47 reviews

An open concept living area is depicted, featuring a light-colored sofa and a kitchen island with bar stools. Large sliding glass doors lead to a screened outdoor dining area, furnished with a table and chairs. Natural light fills the space, enhancing the fresh decor.

Home in North Port

SunshineVilla/Pool/spa/beach /luxury/new

5 out of 5 average rating, 33 reviews

An inviting view of the screened lanai showcases a private pool surrounded by an open layout. Comfortable seating and a dining area are visible, creating an ideal space for relaxation. The serene outdoor setting includes a glimpse of lush greenery through the screens.

Home in South Gulf Cove

Coastal Fun Spot! Heated Pool, Games, Beach Gear!

5 out of 5 average rating, 6 reviews

A tranquil outdoor area is featured, showcasing a heated salt-water pool illuminated in vibrant colors. A fire pit is positioned nearby on a stone patio, providing a warm glow against the night sky. The canal is visible in the background, enhancing the serene setting.

Home in South Gulf Cove

Luxury Home w/ htd Pool/Spa~Gulf Access&Near BEACH

Superhost

A spacious living area features a modern design with a neutral colour palette. A plush sectional sofa sits adjacent to a flat-screen television. A dining table is arranged nearby, complemented by woven chairs. Natural light enters through large windows, enhancing the inviting atmosphere.

4.86 out of 5 average rating, 37 reviews

Family Getaway Villa | 3BR Near Beach, Sleeps 7

A thatched-roof tiki bar is situated beside a heated pool, featuring colorful stools and a stone patio. Lush greenery and open space are visible in the background. A lantern and decorative marine-themed elements enhance the outdoor setting, inviting relaxation and enjoyment.

5 out of 5 average rating, 21 reviews

“Harvesting Sunshine” 2 King Beds

4.93 out of 5 average rating, 29 reviews

A private pool area features a heated pool and spa, surrounded by a screened enclosure. The serene outdoor space includes textured stone decking and seating, while lush greenery frames the view. Panoramic sliding doors lead into an inviting interior living space.

Home in Placida

AMAZING Cape Haze Location -community kayak launch

4.95 out of 5 average rating, 19 reviews

Waterfront Paradise w/ Private Pool & Nearby Beach

A spacious living area is highlighted by tiled flooring and cathedral ceilings. A large sectional sofa and coffee table sit in front of a television. The kitchen, featuring warm wooden cabinetry, stainless steel appliances, and a counter, opens to a comfortable dining space with views of the pool area through sliding glass doors.