Family-friendly holiday rentals in Manasota Key

4.89 out of 5 average rating, 209 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 spacesTV

4.8 out of 5 average rating, 173 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

FamilyKitchenOutdoor spaces

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!

Indoor spacesKitchenOutdoor spaces

4.99 out of 5 average rating, 70 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

Indoor spacesKitchenCheck-in

A serene beach view is captured under a clear sky, with sunlight reflecting on the calm water. The sandy path leads to the shoreline, where lounge chairs and umbrellas are positioned for comfort. Lush greenery outlines the beach area, enhancing the natural landscape.

4.99 out of 5 average rating, 68 reviews

A little slice of paradise

This 2 bedroom 1 bath immaculate beach condo is located a mere 80 steps from front door to the amazing Englewood Beach on Manasota Key with your private beach access. The gulf breeze is indescribable. This could be your home away from home. We have added many personal touches for your convenience and comfort. Multiple restaurants, bars, gift/souvenir shops, and convenience store (Circle K) are within walking distance. Magnolias, an upscale restaurant, is located directly across the street.

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 161 reviews

An aerial view showcases a raised townhome surrounded by palm trees, with the beach and ocean visible in the background. The home's light blue exterior complements the coastal setting, while a spacious deck on the lower level offers an inviting space for relaxation.

Townhouse in Englewood

Amazing Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

Indoor spacesFamilyCondition

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!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Indoor spacesKitchenDecor

4.94 out of 5 average rating, 18 reviews

Manasota Key Beachfront Oasis w/ Private Jacuzzi

Welcome to “Sea Garden” a delightful, tranquil, beachfront home on Manasota Key. Enjoyment will be plentiful in this 4 bedroom, 3 bath open concept home. This stilt home is multilevel for privacy if needed or all gather around the kitchen or game table for some fun. Two primary en suite bedrooms with updated bathrooms. 3rd and 4th bedrooms are located on the lower level with shared updated bathroom. Climb up to the crow’s nest with a good book with twin bed, and enjoy the view!

KitchenFamilyNearby

4.97 out of 5 average rating, 135 reviews

Studio, pool, private beach, boat dock shark teeth

Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

FamilyKitchenWalkability

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 spacesLong stay

4.93 out of 5 average rating, 170 reviews

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

FamilyIndoor spacesBackyard

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.

4.91 out of 5 average rating, 235 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

KitchenIndoor spacesQuiet

Popular amenities for Manasota Key family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 367 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!

Indoor spacesKitchenCheck-in

4.88 out of 5 average rating, 216 reviews

A spacious living area features two large sofas and a patterned accent chair arranged around a central coffee table. Tall windows allow natural light to fill the room, highlighting the neutral color palette. A staircase leads to the upper level, enhancing the open layout.

Home in Nokomis

4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres

KitchenIndoor spacesComfort

4.93 out of 5 average rating, 117 reviews

3 miles to beach, hottub & fenced yard

Indoor spacesFamilyGetting around

4.95 out of 5 average rating, 111 reviews

A heated pool is surrounded by lush tropical plants and palm trees, offering a relaxing atmosphere. Adjacent to the pool, a tiki bar provides seating for several guests, complemented by a flat surface for refreshments. The area is enhanced by a well-maintained garden visible beyond the pool.

Home in Nokomis

Tiki Oasis 3bed on .6 acre paradise 5 min to Beach

KitchenFamilySleep quality

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

KitchenFamilyComfort

4.94 out of 5 average rating, 122 reviews

The entrance features a modern facade with a front door framed by tall windows. Flanking the door are well-maintained shrubs and palm plants. A clean walkway leads to the door, complemented by light-colored stone and decorative gravel.

Home in North Port

Flourish in Florida heated pool & spa

KitchenFamilyBackyard

Holiday home in Englewood

A tranquil shoreline is observed, with gentle waves lapping at the sandy beach. The sky displays soft hues of pink and blue as the sun sets over the Gulf of Mexico, creating a serene coastal scene.

Ocean view, Totally remodeled, Beach Home!

FamilyIndoor spacesGetting around

4.94 out of 5 average rating, 69 reviews

5.0 out of 5 average rating, 36 reviews

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Indoor spacesFamilyTV

Family- and pet-friendly home rentals

4.84 out of 5 average rating, 143 reviews

The exterior of a vibrant yellow bungalow is visible, surrounded by lush landscaping with palm trees and tropical plants. A screened-in porch extends from the front, and a white picket fence borders the property, providing an inviting entrance.

Apartment in Englewood

BeachBay SeaHouse - 1521

FamilyIndoor spacesOutdoor spaces

4.94 out of 5 average rating, 119 reviews

Apartment in Englewood

Starfish 2A | Walk to beach access | Dog Friendly

KitchenFamilyValue

4.98 out of 5 average rating, 188 reviews

Cottage in Nokomis

Staycation Sanctuary

Indoor spacesFamilyView

Superhost

4.61 out of 5 average rating, 18 reviews

Castadiva-Your Gorgeous Gulf Coast Beach Home!

FamilyKitchenComfort

An aerial view captures the beachfront condo, featuring a light-colored exterior with a dark roof. Surrounding greenery and palm trees create a natural border, while the ocean waves gently lap against the shore in the foreground, providing a serene coastal environment.

4.96 out of 5 average rating, 47 reviews

Beachfront Condo on Manasota Key

FamilyIndoor spacesPets

5.0 out of 5 average rating, 6 reviews

Manasota Key Cottage Steps to Beach with Dock

FamilyKitchenLocation

5.0 out of 5 average rating, 38 reviews

Cottage in Englewood

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

FamilyKitchenCondition

4.95 out of 5 average rating, 37 reviews

Home in Placida

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

Indoor spacesKitchenBarbecue

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 175 reviews

The family room features large windows offering expansive views of Lemon Bay. A cozy seating area includes recliners and side tables, complemented by a modern sofa. A dining table is visible, and a piece of artwork adorns the wall, enhancing the coastal aesthetic.

Villa in Englewood

"Seaglass" Dazzles with Exceptional Bay Views&Pool

FamilyKitchenCleanliness

4.91 out of 5 average rating, 306 reviews

A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.

Guesthouse in Englewood

Gulf front romantic cottage in paradise

FamilyKitchenLocation

4.89 out of 5 average rating, 28 reviews

Coastal escape across from the beach

KitchenFamilyAmenities

4.96 out of 5 average rating, 48 reviews

Manasota Tree House • Private Beach & Bay Access

KitchenFamilyAccuracy

A dining table with four chairs is positioned on a private deck, offering views of the ocean and clear blue skies. The scene is framed by glass sliding doors, inviting natural light into the indoor space.

4.96 out of 5 average rating, 24 reviews

Boardwalk Beachfront Getaway

FamilyKitchenAmenities

5.0 out of 5 average rating, 21 reviews

Steps to the Sand! Manasota Key Beachside Retreat!

Indoor spacesFamilySleep quality

A view of the serene ocean is displayed from a balcony, featuring a round table accompanied by four white Adirondack chairs. Lush greenery is visible in the foreground, while a clear blue sky and gentle clouds complement the tranquil water.

5.0 out of 5 average rating, 31 reviews

Beach Bliss Retreat on Manasota Key - Ocean View

Indoor spacesKitchenSleep quality

A private pool is surrounded by a screened enclosure, offering a clear view of the tranquil water. The area includes a seating set consisting of a table and chairs, with lush greenery visible beyond the enclosure.