Family-friendly holiday rentals in Grove City

4.9 out of 5 average rating, 211 reviews

Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.

Cottage in Englewood

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath

Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

FamilyIndoor spacesBathroom

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!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

KitchenIndoor spacesCheck-in

4.97 out of 5 average rating, 119 reviews

Villa in Englewood

Pool·Game Room·Beach Gear·Spotless.5 min to Beach

<b>🏖️ Come & Enjoy FL as it should be! 🏖️ Your beach paradise awaits minutes from Englewood's Gulf Coast! 🌊 Heated Pool (FREE Nov-Apr!) 🎮 Game Room - Pool, Darts, Air Hockey 🌴 Screened Lanai & Tiki Bar 🔥 Cozy Fireplace & Reading Nook 🏄 Beach Gear Included 🍹 Blackstone Grill 📺 2 Smart TVs & High-Speed WiFi 🍳 Fully Stocked Kitchen - Spices, Pots, Pans and cutlery 🗺️ Minutes to Englewood, Manasota & Gasparilla Beaches ⭐ 4.97 Rating - Book Now !Don't miss your Gulf Coast escape! 🌅

KitchenIndoor spacesAmenities

A modern single-story home is presented with a light-colored exterior and a dark roof. The entrance features a covered porch with large windows and a blue front door. Lush green grass frames the driveway, leading to a spacious garage.

4.89 out of 5 average rating, 203 reviews

Home w/ Pool, 10 mins to Manasota Key beaches

Relax in your own private coastal retreat just minutes from Manasota Key. Spend your days at the beach and come home to unwind in a heated pool designed for year-round enjoyment. Start your mornings with coffee by the pool, head to the beach with provided chairs and gear, and end the day with a sunset swim in a quiet, private neighborhood. This new home is perfect for families, couples, or groups looking for a clean, modern space close to everything—but tucked away enough to truly relax.

FamilyKitchenValue

A blue house is situated in a lush green landscape, surrounded by manicured gardens and pathways. Large windows and a screened porch enhance the exterior's openness. Tropical plants and shrubs add variety to the outdoor space, inviting a sense of tranquility.

4.92 out of 5 average rating, 87 reviews

Cozy 2 bedroom 2 full bath home.

Cozy 2 bedroom 2 full bath home located in the waterfront community of Grove City in Englewood. Bright and airy with everything needed for a restful and relaxed vacation, also available for seasonal rental. Peace and serenity await you in this quiet undisturbed community. 8 minute to beaches, golf course, shopping and restaurants. Use of outdoor grill, outdoor fireplace, fishing poles, beach chairs, and cooler. Also close access to intercoastal water way, stump pass and Boca grande.

FamilyKitchenComfort

Lush palm trees frame a vibrant yellow birdhouse, situated near a serene canal. The calm water reflects the green landscape, with a glimpse of wooden docks visible in the background. A variety of native plants and textured bushes add to the natural setting.

4.91 out of 5 average rating, 157 reviews

"Lighthouse" 7 mins from Beach, direct gulf access

The waterfront house(2,176 sqft) in Englewood. Minutes of driving distance from beautiful beaches. The house has own 200 feet dock with a direct boat access to the gulf. It’s only a few minutes to Stump Pass and Gasparilla island. So many things to do! You can enjoy fishing, boating, kayaking, visit multiple local beaches and restaurants. It’s a unique opportunity to feel a charm of SW Florida and build new memories with family and friends. We also provide two kayaks to use for free.

FamilyIndoor spacesQuiet

5.0 out of 5 average rating, 6 reviews

Sunsets, Seafood, and Serenity | Pet+Boat Friendly

Relax, recharge, and reconnect by the water. Steps from Stump Pass Marina and the iconic Lighthouse Grill, Unit A at Waterside Triplex is a dream base for boaters and anglers. Launch straight into Lemon Bay, explore the open Gulf, or cruise toward the world-class fishing grounds of Boca Grande and Manasota Key. With waterfront dining, island beaches, and local boat ramps at your fingertips, this coastal hideaway is all about easy access to the water and the laid-back Gulf lifestyle.

FamilyComfortHospitality

Superhost

A spacious pool area is surrounded by a protective screen enclosure, featuring bright orange umbrellas providing shade. Two pink flamingo pool floats are present in the heated pool, which is complemented by lounge chairs and tropical greenery adding to the inviting outdoor setting.

4.84 out of 5 average rating, 19 reviews

Heated Pool + Bikes + Games | Gulf Coast Home

Welcome to Flamingo House, your tropical Englewood escape made for sunny days and family fun. Enjoy the private heated pool, challenge the crew to ping pong or arcade games, or grab the bikes and explore. Englewood Beach is just 15 minutes away, with beach gear ready for your day by the Gulf. Back home, fire up the BBQ, relax in the fenced backyard, and enjoy plenty of space for up to 9 guests. The perfect home base for beach days, pool time, and laid-back Florida living.

KitchenIndoor spacesOutdoor spaces

A serene beach scene showcases gentle waves lapping at a sandy shore. Lush greenery is visible along the coastline, with a residential property nestled among the trees. The clear blue sky complements the tranquil waters, creating a peaceful environment.

4.96 out of 5 average rating, 101 reviews

Welcome to one of Florida’s best hidden gems! A beautiful beach home with private beach access, a butterfly garden and a game room. Enjoy a dream stay by the sea in one of most beautiful Keys in Florida.

Relax with the whole family at this peaceful place to stay.Our home offers you at-home comfort for up to 8 people. Large spacious bedrooms, a fully equipped kitchen with breakfast bar, and multiple patios and balconies to enjoy. For winding down after a long day, spend some quality family time in our game room. Your little ones can pretend to grill up some burgers while mom and dad play a round of ping pong or get the whole family together for some board games!

FamilyIndoor spacesAmenities

An aerial view captures a serene waterfront neighborhood featuring numerous houses, canals, and docks. Lush green areas and palm trees are interspersed among the homes. The blue waters extend into the horizon, with multiple buildings visible in the distance.

5.0 out of 5 average rating, 28 reviews

Waterfront home w/40 ft dock, POOL, private ramp

Welcome to our charming and cozy retreat, where bright & airy simplicity meets coastal serenity. New POOL AND HOT TUB! Catch a sunset on the large white patio chairs overlooking the water or lounge in the floor-to-ceiling-windows air conditioned sunroom! Bringing the BOAT? 🛥 Launch AT THE HOUSE w/our private boat ramp and 30' ft dock to tie up in backyard! Got BEACH? ⛱️ We are only 8 min from Englewood Beach & restaurants! Chairs+Umbrella+towels provided!

FamilyKitchenAccess

5.0 out of 5 average rating, 27 reviews

The image captures a serene waterfront view, showcasing a vibrant sunset with colorful streaks across the sky. Gentle ripples are observed on the water's surface, reflecting the warm hues of the evening light, creating a tranquil ambiance.

Townhouse in Englewood

Architect's waterfront home is a fisherman's dream

Who needs a pool when you have 10-minute access to the Gulf? Enjoy this unique, contemporary waterfront home designed and built by coastal architect FV Rossa. Imagine waking up to the sound of manatees in the private deep-water boat basin, then loading up your skiff for a day of fishing or beach hopping. This 3-story property is a fisherman's dream, located just off the intracoastal waterway from some of the most vibrant waters in Southwest Florida.

FamilyKitchenPool

Superhost

Cottage in Grove City

4.71 out of 5 average rating, 34 reviews

Coastal Retreat | Miles from the Beach & Dining!

Welcome to your perfect Englewood escape—where beach days, great food, and total relaxation are all just minutes away. Tucked into a quiet, peaceful neighborhood, this beautifully maintained coastal home is the ideal place to unwind after a day exploring Florida’s Gulf Coast. Located just 4 miles from Englewood Beach, you’ll have quick access to soft sandy shores, breathtaking sunsets, and some of the best local dining and boating in the area.

FamilyIndoor spacesBackyard

Popular amenities for Grove City 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, 116 reviews

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.

Home in Rotonda

Tropical Paradise

KitchenIndoor spacesCondition

4.93 out of 5 average rating, 119 reviews

3 miles to beach, hottub & fenced yard

Indoor spacesKitchenParking

4.95 out of 5 average rating, 479 reviews

A decorative table is displayed with a patterned tablecloth, featuring a stylish lamp and a small statue. An art piece hangs on the wall, depicting a simple bag. Various decorative items, including a book and a small decorative object, are arranged on the table.

Apartment in Englewood

Oz Cottage 2.9 m beach

Indoor spacesFamilyView

4.92 out of 5 average rating, 13 reviews

Luxury Waterfront Oasis w/ Pool, Hot Tub & Dock

FamilyIndoor spacesBeach

5.0 out of 5 average rating, 13 reviews

Cozy Blue pet friendly 4 miles to beach, hot tub

FamilyIndoor spacesGetting around

A tranquil pool area is enclosed by a black screen, offering privacy and protection. The crystal-clear water of the pool reflects the surroundings, with lush greenery visible through the screens. The shallow ledge provides an inviting space for relaxation.

4.97 out of 5 average rating, 38 reviews

Villa Sanddollar Awaits 1071HS

FamilyKitchenOutdoor spaces

4.99 out of 5 average rating, 72 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

KitchenFamilyWalkability

An inviting outdoor space features a spacious pool and attached spa, surrounded by a laid stone patio. A covered area is accessible, providing seating options. The two-story house has multiple balconies, with the blue sky and serene clouds creating a relaxed atmosphere.

4.89 out of 5 average rating, 27 reviews

Englewood 3 Bedroom Private Pool+Spa on Lemon Bay

KitchenFamilyAmenities

Family- and pet-friendly home rentals

A dining area features a wooden table surrounded by six chairs, complemented by a patterned tablecloth. A large TV mounted on the wall showcases a scene of The Beatles. A bench and a small outdoor-style table are positioned nearby on tile flooring.

4.92 out of 5 average rating, 143 reviews

Tranquil, pet-friendly-yard and 6 mins from beach

Indoor spacesKitchenNearby

Holiday home in Englewood

The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.

4.97 out of 5 average rating, 123 reviews

Beachy 2BR Upper House · Gulf Views · Pets OK

FamilyKitchenAccess

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.

4.99 out of 5 average rating, 138 reviews

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

Indoor spacesFamilyQuiet

4.93 out of 5 average rating, 172 reviews

Island Home & Casita, Pool, Golf Cart, Beach

KitchenFamilyCheck-in

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

4.99 out of 5 average rating, 145 reviews

Green Bamboo - saltwater pool, great backyard.

FamilyIndoor spacesQuiet

A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.

4.98 out of 5 average rating, 146 reviews

Steps to Private beach, Prime Location! Dogs ok!

FamilyIndoor spacesWi-Fi

An aerial view of the neighborhood reveals a spacious property surrounded by greenery and pathways. The home sits within a residential area, with water bodies visible nearby, providing a glimpse of the community surrounding the location.

5.0 out of 5 average rating, 30 reviews

2 - bedroom home with pool and private boat ramp

FamilyKitchenAmenities

The welcoming entrance features a covered porch with three pink rocking chairs and nautical decor. A decorative compass hangs above a door painted in calming turquoise, while a garage door blends seamlessly into the clean, white exterior under a bright sky.

5.0 out of 5 average rating, 50 reviews

5 mins to Beach~ Beach Gear, Bikes, Firepit, Grill

Indoor spacesKitchenCheckout

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 235 reviews

A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.

Condo in Englewood

Manasota Key

Indoor spacesKitchenBeach

4.83 out of 5 average rating, 24 reviews

Sunsets, Beaches, Dock and Pool- relax & renew

KitchenFamilyOutdoor spaces

A private pool area is enclosed by a black screen enclosure, providing sunlight while offering a serene view. The pool has a curved shape, with a stone patio surrounding it. Comfortable lounge chairs are positioned nearby, inviting relaxation in a tranquil outdoor space.

4.96 out of 5 average rating, 47 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

KitchenFamilyHospitality

A single-story home is set against a clear blue sky, featuring light-colored exterior walls and a peaked roof. Lush green grass surrounds the yard, which includes decorative palm trees and circular flower beds with white stones. A white fence is visible in the background.

5.0 out of 5 average rating, 99 reviews

Englewood, Fl 2 bedroom home with heated pool.

KitchenFamilyBathroom

4.97 out of 5 average rating, 33 reviews

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.

Home in Rotonda

Tropical Escape-Heated Pool-Golf-Near Beach

KitchenFamilySleep quality

An aerial view captures the layout of a serene neighborhood bordered by water. Several homes are visible, showcasing various architectural styles. The highlighted area indicates proximity to water access, with boats parked nearby. Clear blue skies stretch above, contributing to the tranquil atmosphere.

5.0 out of 5 average rating, 8 reviews

CLEAN*Great Location*Dockage Available*HEATED Pool

KitchenFamilyOutdoor spaces

An inviting outdoor space features a screened lanai with a private pool. A colorful sunset casts reflections on the water. Comfortable seating areas are positioned nearby, along with a dining space and a small basketball hoop at the poolside.

5.0 out of 5 average rating, 61 reviews

Family Fun-Relaxing Home w/heated Pool & Game Room

KitchenFamilyBathroom