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.

KitchenIndoor spacesBeach

5.0 out of 5 average rating, 13 reviews

Heated Saltwater Pool | Near Beach | Pets Welcome!

This coastal styled 3-bedroom, 2-bath villa is designed for relaxing pool days, beach trips, and easy evenings with family and friends. Located in a quiet neighborhood just 15 minutes from Englewood Beach, this home offers a private screened lanai, huge heated saltwater pool, stylish modern updates, and all the comforts you need for a stress-free stay. Pet Friendly! Whether you're here for a beach vacation, golf trip, family getaway, or a longer escape from the cold, enjoy our top rated villa!

FamilyIndoor spacesPool

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.

Indoor spacesKitchenHot tub

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

FamilyKitchenHospitality

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!

FamilyKitchenNearby

An open-concept living area showcases modern furnishings, including a large leather recliner sofa and a rustic coffee table. The kitchen features stainless steel appliances, with an island for additional prep space. Natural light floods the space through large windows, illuminating the polished floors.

5.0 out of 5 average rating, 39 reviews

Tranquil location Close to Beaches Lake Front

Experience the contemporary design and modern comfort of this 3BR 2Bath house, just a few mins from sun-soaked Gulf Coast beaches, tasty restaurants, exciting shops, parks, attractions, and landmarks. To top it all off is the tranquil backyard with the dreamy lake creating a peaceful relaxation haven. ✔ 3 Comfortable BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Screened-In Patio ✔ Backyard with a Pond ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Workspace ✔ Free Parking See more below!

FamilyIndoor spacesHospitality

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

FamilyIndoor spacesQuiet

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!

FamilyIndoor spacesComfort

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.

KitchenIndoor spacesGetting around

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

Indoor spacesKitchenNearby

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, 140 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.

FamilyIndoor spacesGetting around

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

Cozy, quiet

This unique home has plenty of space for you to enjoy with your own. Great location is an 8 minute drive to Gasparilla Island with a private and beautiful beach It is also a 17 minute drive to manasota key with excellent food and different places to enjoy It is also a 27 minute drive to manasota beach The property is surrounded by multiple golf courses It has a canal in the back for fishing

FamilyIndoor spacesLong stay

Popular amenities for Rotonda family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 368 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

SEPT SALE! Sarasota #1 Luxury Villa! PRIV BEACH!

FamilyKitchenBathroom

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!

KitchenIndoor spacesLaundry

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.

4.98 out of 5 average rating, 50 reviews

Fun in the Sun

FamilyKitchenBackyard

5.0 out of 5 average rating, 33 reviews

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

Indoor spacesKitchenOutdoor spaces

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

KitchenFamilyLocation

5.0 out of 5 average rating, 12 reviews

New 2026 4 BDR Cozy Home near Beach with Jacuzzi

FamilyQuietLocation

4.95 out of 5 average rating, 37 reviews

Home in Placida

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

KitchenIndoor spacesHospitality

Superhost

4.77 out of 5 average rating, 13 reviews

Greenside Oasis Roundabout!

FamilyIndoor spacesCondition

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

FamilyKitchenParks

4.93 out of 5 average rating, 15 reviews

Golf & Game Room HQ! 15 Min to Beach

FamilyAccuracyLocation

Superhost

4.9 out of 5 average rating, 10 reviews

Waterfront Oasis: Rotonda West Canal #202

FamilyQuietNearby

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

FamilyIndoor spacesLong stay

5.0 out of 5 average rating, 24 reviews

Sunset Retreat - Private Pool Near Gulf Beaches

KitchenFamilyLocation

4.98 out of 5 average rating, 60 reviews

Poolside Paradise Close to Boca Grande

FamilyKitchenSleep quality

5.0 out of 5 average rating, 26 reviews

Gulf Coast Escape | Lanai & Game Room

KitchenFamilyQuiet

An aerial view of a spacious villa surrounded by lush greenery and a serene canal. The well-maintained lawn is accentuated by landscaped gardens with colorful flowers, while nearby homes are visible in the peaceful neighborhood.

4.96 out of 5 average rating, 28 reviews

Stunning Villa in Golfer's Paradise/Canal Views

FamilyQuietParks

Family-friendly home rentals with a pool

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

Indoor spacesKitchenGetting around

5.0 out of 5 average rating, 83 reviews

Gulf Coast Floridian Villa with Pool

Indoor spacesFamilyBeach

5.0 out of 5 average rating, 15 reviews

Pool + Game Room | Lanai & Canal View

FamilyKitchenBeach

5.0 out of 5 average rating, 9 reviews

Silent Sunrise, Sleeps 6, heated pool

KitchenIndoor spacesAccuracy

4.96 out of 5 average rating, 24 reviews

Canal-Front Pool Retreat | Near Gulf Beaches

KitchenIndoor spacesAccuracy

A private saltwater pool is enclosed within a spacious screened lanai, featuring clear water and a curved shape. Lounge chairs are positioned for relaxation, and peaceful views of the canal and surrounding greenery are visible through the screens.

4.91 out of 5 average rating, 68 reviews

SALT Pool, Golf, Master Suite, Near Sandy Beaches

FamilyIndoor spacesBathroom

Superhost

5.0 out of 5 average rating, 7 reviews

Lovely private holiday home

Indoor spacesKitchenComfort

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.