Family-friendly holiday rentals in Rotonda

A spacious living area is highlighted by a large sectional sofa arranged around a low coffee table. A wall-mounted TV and decorative plant enhance the bright atmosphere. Sliding glass doors offer views of the outdoor space, while warm yellow walls create a welcoming setting.

4.98 out of 5 average rating, 116 reviews

Tropical Paradise

This home is nestled in the quite and really peaceful neighborhood of Rotonda West Fl, it has a canal in the back if you look close you can spot an alligator soaking up the sun!! surrounded by beautiful lush palm trees and Hibiscus bushes. 85” TV in the family room 65” TV in the master bedroom Each TV connected to the AppleTV Heated pool & hot tub. Exterior of house under video surveillance. DONT Miss your opportunity to rent this beautiful home away from home for all your family Activities.

5.0 out of 5 average rating, 33 reviews

Newer 4bd/2ba Canal Pool House, Hot Tub & Game Rm!

Welcome to Coastal Fairways! Relax & create lasting memories in this newer 4bd/2ba Canal home with heated pool/hot tub & bonus Southwest exposure. With 2400sq. ft. plus a flex/game room, this house is perfect for vacationing & sleeps up to 10. Located only mins to Gulf beaches & surrounded by golf courses & resort towns you have the perfect place to start your day. However, relaxing in the lanai or taking a dip in the large, heated pool/hot tub overlooking the Canal you may never want to leave!

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.

4.93 out of 5 average rating, 72 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.

4.84 out of 5 average rating, 25 reviews

Whispering Palms | Private Pool & HOT TUB

BNB Breeze Presents: Whispering Palms! Escape to tranquility at Whispering Palms, an exquisite family retreat minutes from the beach. Indulge in luxury with three bedrooms featuring plush bedding, complemented by a private, heated pool and hot tub sheltered by a beautiful lanai. Your ultimate getaway awaits in this beautifully adorned haven! Photos are recent and were taken within the past 4–5 months. - Hot Tub - Private Pool - heated at NO extra cost Nov 21-April 1 - Outdoor Dining & Seating

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.

5.0 out of 5 average rating, 24 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!

4.97 out of 5 average rating, 36 reviews

Coastal Sanctuary - Pool & Privacy

Tropical luxury awaits in this 3BR pool home in a quiet residential neighborhood. Relax in a quartz pool (heating available for $25/day) shielded by mature palms for privacy. Enjoy a chef's kitchen, fast Wi-Fi, and a master suite with soaking tub. Two Kings + a family-friendly bunk room. Beach gear included! 15 mins to Englewood/Manasota beaches, 20 mins to Spring Training & Boca Grande, and near world-class golf. Please note - quiet hours (9p - 8a) strictly enforced

The villa's exterior features a light blue facade with white columns, surrounded by lush green grass and well-maintained landscaping. Palm trees and decorative stones create a welcoming entrance, while a driveway leads to a two-car garage.

4.86 out of 5 average rating, 87 reviews

Pool Villa Santorini on the Lake

Built in 2019, Villa Santorini is located directly on a lake, just a few minutes' drive from the Gulf of Mexico. Over 2,100 sq. ft. of living space, 3 bedrooms with king or queen double beds, 2 full baths, heated pool, garage, air conditioning, TV, washer, dryer, internet, gas grill, fully equipped island kitchen, dining area for up to 8 people, separate breakfast nook. Large screen-protected pool deck with covered dining/sitting area for 6, sofa and sun loungers.

5.0 out of 5 average rating, 23 reviews

The Sunfeather - Fun, Sun and Flip Flops

The Sunfeather – Waterfront 4BR Retreat with Pool, Spa & Game Room Relax at The Sunfeather, a bright 4BR/2BA canal home in quiet Rotonda West. Enjoy a heated saltwater pool, hot tub, covered lanai, game room, and fun in the sun right from the backyard. Sleeps 9, pet-friendly, close to beaches and golf. High-speed WiFi, Smart TVs, and beach gear included. Peaceful neighborhood—no parties. Perfect for families, snowbirds, and longer stays. WELCOME HOME!

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, 83 reviews

Spacious Vacation Home

Lovely, completely renovated home on canal (New furniture!) with pool and hot tub. 8.7 miles from Manasota Key beaches. Home located in a quiet, sleepy community with a bike/walk loop, children's park, and tennis court all within a 5 minute bike ride. This quiet get-away sleeps 8 guests (+2 with pull-out), and has 3 baths. Fast wifi, smart tvs, 4 bikes, beach amenities, tennis racquets, and dedicated office space. Can fish in Canal.

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, 62 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, 139 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.

4.98 out of 5 average rating, 50 reviews

An aerial view captures a well-maintained villa featuring a spacious driveway and lush landscaping. Palm trees and colorful flowering plants enhance the front yard, while a serene backdrop of the Rotonda River and surrounding greenery can be seen in the distance.

Villa in Rotonda

Fun in the Sun

FUN IN THE SUN - Come and experience fun in the sun at our Rotonda West villa. Enjoy the outdoors indoors by opening up the great room to the patio and lanai with heated pool & spa, nestled on the Rotonda River. Enjoy the views of the sunset and wildlife in the backyard. Golf at your choice of five courses in the community. Fish off the canal bank or lounge in the sun at the Boca Grande off the Gulf.

Popular amenities for Rotonda family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.83 out of 5 average rating, 122 reviews

An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.

Bungalow in Englewood

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Superhost

4.77 out of 5 average rating, 13 reviews

Rotonda Greenside Oasis!

5.0 out of 5 average rating, 65 reviews

An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.

Home in Englewood

Lux Home on Gulf w/Private POOL & 50ft Dock

4.95 out of 5 average rating, 37 reviews

Home in Placida

Seaside Boca (Pool + Sauna + Mini Golf + Spa)

5.0 out of 5 average rating, 12 reviews

New 2026 4 BDR Cozy Home near Beach with Jacuzzi

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.

5.0 out of 5 average rating, 50 reviews

Beautiful Floridian Oasis

A scenic outdoor view includes a well-maintained golf turf area bordered by lush greenery. A serene Koi pond with vibrant fish is visible in the foreground, reflecting the tranquility of the surrounding landscape.

4.97 out of 5 average rating, 35 reviews

Waterview & Pool Estate Sleeps 10

5.0 out of 5 average rating, 7 reviews

Island Pearl | Lake front | Pool | Spa

Family- and pet-friendly home rentals

A screened lanai displays a spacious pool surrounded by several lounge chairs. Bright sunlight reflects off the water, while palm trees create a serene backdrop. A barbecue grill is positioned nearby, with a clear view of the home and outdoor seating area.

4.92 out of 5 average rating, 108 reviews

Sun & Sand Spacious Vacation Canal Pool House

4.99 out of 5 average rating, 135 reviews

An aerial view of the Aqua Oasis highlights a screened patio area with a gas grill and outdoor seating around a fire pit. A private pool, illuminated in soft green, adds a tranquil touch. Surrounding greenery enhances the outdoor space.

Home in Englewood East

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

4.93 out of 5 average rating, 15 reviews

Golf & Game Room HQ! 15 Min to Beach

A spacious swimming pool is enclosed by a screened-in patio, providing ample room for relaxation. Loungers are arranged along the edges, and a gentle gradient of blue water captures reflections from the cloudy sky. Lush greenery is visible beyond the patio, enhancing the serene setting.

5.0 out of 5 average rating, 34 reviews

Acogedora, tranquila

4.98 out of 5 average rating, 60 reviews

Poolside Paradise Close to Boca Grande

An outdoor space illuminated by soft lighting features a private pool and a heated spa. Comfortable adirondack chairs surround a fire pit that adds warmth to the atmosphere, creating a cozy setting for evening relaxation.

4.82 out of 5 average rating, 66 reviews

A little slice of heaven 15 mins from beach

5.0 out of 5 average rating, 13 reviews

Heated Saltwater Pool | Near Beach | Pets Welcome!

5.0 out of 5 average rating, 26 reviews

Gulf Coast Escape | Lanai & Game Room

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 83 reviews

Villa in Rotonda

Gulf Coast Floridian Villa with Pool

5.0 out of 5 average rating, 15 reviews

Pool + Game Room | Lanai & Canal View

4.96 out of 5 average rating, 24 reviews

Canal-Front Pool Retreat | Near Gulf Beaches

5.0 out of 5 average rating, 9 reviews

Villa in Rotonda

Silent Sunrise, Sleeps 6, heated pool

The covered lanai features a heated pool surrounded by a screened enclosure, allowing for a clear view of the tropical landscaping. Two sun loungers are positioned beside the pool, with palm trees and greenery visible in the background, creating a relaxing outdoor space.

4.97 out of 5 average rating, 33 reviews

Tropical Escape | Heated Pool | 10 Min to Beach

A spacious living area is highlighted by light wood flooring and neutral walls. Two comfortable sofas in light tones face a contemporary coffee table, with mid-century chairs positioned nearby. A large television stands against the wall, and natural light enters through multiple windows.

4.9 out of 5 average rating, 50 reviews

Vacation house

5.0 out of 5 average rating, 22 reviews

Tropical Oasis, pool, golf, dog friendly

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.