Family-friendly rentals near Caspersen Beach

4.93 out of 5 average rating, 115 reviews

Gulf Beach 2 Kings Beds Pets Welcome Sleep 10

Sunny Gulf Coastal Escape Offered By Sandy Flamingo Vacations 🦩 Experience this fully renovated South Venice gem! Just south of Sarasota, this spacious 2BR/2BA + Bonus Room is a serene retreat for work or play. Highlights: ☀️ Minutes to Beaches: Perfect for sunning, boating & fishing. 🐾 Pet-Friendly: Huge fully fenced yard with BBQ grill & patio dining. 👨‍💻 Bonus Room: Ideal for remote work or games. 🍳 Chef’s Kitchen: Fully stocked for long-term stays. Your perfect Florida getaway awaits!

The exterior of a spacious home features a light-colored facade framed by lush, mature palm trees. A manicured lawn extends in front, and large windows offer a glimpse of the inviting interior. The roof exhibits a gentle slope, contributing to the overall elegance of the residence.

4.84 out of 5 average rating, 241 reviews

Manasota Beach Home w/Pool. Steps To The Beach

Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

4.94 out of 5 average rating, 221 reviews

2BR Oasis • Dog Friendly • 5 min to Manasota Beach

Escape to a peaceful Englewood retreat just 2 miles from Manasota Beach. This dog-friendly 2BR/2BA Home with plenty of space, sleeps up to 5 guests and includes a fully equipped kitchen, fast Wi-Fi, smart TV, gas grill and washer/dryer. Bringing a boat? Manasota Key Boat Ramp is nearby, and the property has plenty of parking for a truck/car and trailer. Need information about local boat docks? Contact us and we’ll be happy to help. Beach gear is also provided for an easy Florida getaway.

5.0 out of 5 average rating, 22 reviews

Venice Beach Sand Dollar Sunshine

Just 2.4 miles to Venice Island and 6 houses to the famous Shamrock Park - Welcome to Sand Dollar Sunshine, your turquoise beachy retreat in the heart of Venice, Florida! Our charming single-family home offers the perfect blend of relaxation and convenience, including an outdoor oasis with a screened, private, oversized pool, a large furnished lanai, lush privacy, and unbeatable proximity to parks, biking/hiking trails, tennis courts, the Intracoastal Waterway, restaurants, and beaches.

4.98 out of 5 average rating, 46 reviews

Coastal Retreat ~ Near Beaches, Parks & Shopping

Welcome to this sunny coastal retreat in beautiful Venice, renowned as the Shark Tooth Capital of the World! This bright and breezy home offers comfort, convenience, and adventure-all just a short drive from beaches buzzing with fossil-hunting fun! Shamrock Park & Nature Center is a short walk away-perfect for a quick game of tennis or basketball and has a beautiful kids park. Historic downtown Venice 8 mins away offers a variety of shopping, restaurants and weekly farmers market.

A dining area features a wooden table set for six, surrounded by light blue chairs. Natural light flows through large windows, and a ceiling fan hangs above. A cozy seating area is visible in the background, complemented by a desk and chair beside it.

5.0 out of 5 average rating, 46 reviews

Your Paradise in Venice | 10 Min to Beaches

Escape to a stylish, updated coastal retreat just 10 minutes from Caspersen and Venice beaches and 30 minutes from Siesta Key. Hunt for shark teeth in the Shark Tooth Capital of the World, bike the scenic trails at Shamrock Park, fish, or golf - bikes and outdoor gear are included. After a day of exploring, fire up the grill or cook in the fully stocked kitchen. With beach gear, towels, shops, dining, art, and theaters nearby, everything is ready for an easy, carefree getaway.

4.9 out of 5 average rating, 157 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

4.92 out of 5 average rating, 250 reviews

An entrance is framed by lush palm trees and tropical foliage. A concrete path leads to a door, showcasing a welcoming façade with a single window providing natural light.

Guest house in Englewood

1 bed apart/full kitchen 5 min. drive to the Beach

Ready to relax at the beach with a cold drink? Englewood FL. has 3 nice beaches to choose from. Venice has nice shopping and lots of sharks teeth.This nice apt. is ideal for those that want to go to the beaches and look for sharks teeth,eat great local food and enjoy the beautiful Southwest Florida weather.The Wi-Fi is not the best but should run Netflix. A percent of our earnings goes to a few international charities

Holiday home in South Venice

A modern living area is presented, featuring a neutral sectional sofa and a light-colored coffee table. A round mirror reflects natural light, while a potted plant adds a touch of greenery. The entrance leads to a view of the outdoors, enhancing the bright and airy space.

~ Relax Here 2 BED Home 8 Min to Beach ~

Enjoy a bright Florida getaway just 8 minutes from the beach! Perfect for families or couples, our cozy home features fast Wi-Fi, a fully equipped kitchen, free parking, and all the essentials for a relaxing stay. Close to restaurants, local shops, and water activities, this is the ideal base for your Florida vacation. Book now for convenience, comfort, and easy access to Gulf Coast fun!

4.89 out of 5 average rating, 133 reviews

A screened-in heated pool is surrounded by a spacious patio area. Lounge chairs are arranged for relaxation, while a red umbrella provides shade. Lush greenery and palm trees are visible beyond the pool area, enhancing the private outdoor setting.

4.94 out of 5 average rating, 117 reviews

Venice Paradise Heated Pool 4BR Near Beaches

Welcome to Venice Paradise! 🌴 Enjoy a 4-bedroom, 2-bath home with a private heated pool and screened lanai. Relax by the pool, enjoy the fully equipped kitchen, or explore beautiful Venice beaches nearby. Bikes are available for guests. Perfect for families and friends looking for a relaxing Florida getaway! 🏝️☀️

4.98 out of 5 average rating, 112 reviews

Relaxing Poolside Oasis-7min to beach-heated pool

Escape to Poolside, a stylish 2BR/2BA retreat minutes from the beach. Relax by your private heated pool (Sep–Apr, 86°F, 8 hrs/day). Fully stocked and thoughtfully equipped for a seamless stay, with a gas grill, 2 king beds, and a new queen sleeper. Beach gear included—just arrive, unwind, and enjoy the Gulf.

4.99 out of 5 average rating, 507 reviews

The exterior features a light blue twin-story house surrounded by lush palm trees and flowering plants. A decorative gate opens into a pebbled pathway leading towards the entrance, while a large potted plant adds a vibrant touch to the scene.

Flat in Venice

Hales Corner, Cozy & Private Beach Town Getaway

Our cozy corner is close to parks, art and culture, restaurants and dining beaches, movie theatre, play house theatre, and local attractions and just 2 hours from Disney!!. You’ll love our place because of the people, the ambiance, the neighborhood, the outdoors space, and of course, the beautiful beaches.

Popular amenities for family-friendly rentals near Caspersen Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The exterior of the home is framed by lush greenery and a mature tree, creating a welcoming entrance. A paver driveway leads to the garage, and flower beds with vibrant sunflowers add a touch of color to the neatly landscaped yard.

4.91 out of 5 average rating, 111 reviews

Quiet Englewood Home Near Manasota Key

4.83 out of 5 average rating, 123 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!

4.88 out of 5 average rating, 218 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

4.95 out of 5 average rating, 481 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.

Flat in Englewood

Oz Cottage 2.9 m beach

4.96 out of 5 average rating, 112 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

4.93 out of 5 average rating, 122 reviews

3 miles to beach, hottub & fenced yard

5.0 out of 5 average rating, 105 reviews

A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.

Apartment in Siesta Key

Breathtaking Beachfront Views in Siesta Key

4.97 out of 5 average rating, 105 reviews

A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.

Home in Sarasota

Fruit /Botanical Garden Estate 2 ml to downtown EV

Family- and pet-friendly home rentals

The exterior of the home features a landscaped front yard with a neatly trimmed lawn. A welcoming red door stands at the center, flanked by well-lit windows. A circular driveway leads up to the two-car garage, while a pathway with ground lights adds visibility.

4.95 out of 5 average rating, 102 reviews

Pet-Friendly Beach Home • Fire Pit, Arcade & Yard

The kitchen showcases modern appliances, including an oven and microwave, surrounded by light-colored cabinetry and a granite countertop. A living area features a comfortable sofa, recliner chair, and a coffee table on a soft area rug. The bedroom highlights a spacious bed with decorative pillows, while the bathroom displays a contemporary vanity with a sink and ample lighting.

4.88 out of 5 average rating, 120 reviews

Family and Dog Friendly Home, Monthly available

A sandy beach stretches toward a wooden pier that extends into the ocean. The sun sets on the horizon, casting warm golden hues across the sky and reflecting on the gentle waves.

4.93 out of 5 average rating, 156 reviews

A Dream Come True

4.96 out of 5 average rating, 123 reviews

A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.

Apartment in Venice

Steps to Beach + Walk Dwntwn | King | Dogs | #4

4.96 out of 5 average rating, 24 reviews

PalmHaus | Heated Pool•Outdoor TV•Coastal Retreat

A vibrant beach scene displays colorful beach chairs and mats arranged on the sand. An orange boogie board leans against one chair, while a variety of patterned beach towels add to the inviting setup. The backdrop includes distant palm trees and a clear blue sky.

5.0 out of 5 average rating, 47 reviews

Venice retreat-steps to Shamrock Park/Legacy Trail

A screened-in lanai accommodates a private pool, with sunlight reflecting off the clear blue water. Surrounding greenery provides a sense of tranquility. A sitting area is visible, alongside a dining table ready for gatherings, enhancing the outdoor relaxation space.

4.95 out of 5 average rating, 42 reviews

RELAX:) Vacation pool home (Shamrock Park&Beaches)

4.89 out of 5 average rating, 9 reviews

Shark Tooth Shores on Venice Island

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.

Apartment in Englewood

Manasota Key

4.91 out of 5 average rating, 309 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.

Guest house in Englewood

Gulf front romantic cottage in paradise

4.86 out of 5 average rating, 153 reviews

On Island! Private Pool Home-Walk to Great Beach!

4.87 out of 5 average rating, 120 reviews

Luxury Lemon Bay 6 BR villa w/ pool & tennis court

A spacious and private swimming pool area is enclosed by a screened lanai, providing a sheltered space. Several lounge chairs are positioned around the pool, which features clear water and steps leading in. A door leads to the interior of the house, enhancing accessibility.

4.9 out of 5 average rating, 215 reviews

Perfect vacation home 3 miles from beach.

A spacious living area is presented with two blue armchairs and a coffee table at the center. A large ceiling fan hangs above, and natural light enters through multiple windows. Adjacent is a dining area with a wooden table and chairs, complemented by decorative wall art.

4.9 out of 5 average rating, 69 reviews

"Casa Al Mare" 3BR/2BA w/POOL 7 min from Beach!

Superhost

An inviting pool area is enclosed by a screened lanai, featuring a turquoise pool surrounded by white decking. Two lounge chairs are positioned nearby, offering a place to relax under the clear blue sky. Lush greenery can be seen beyond the enclosure.

Flat in South Venice

Gulf Getaway, pool, hot tub & kayak to the beach

4.71 out of 5 average rating, 285 reviews

5.0 out of 5 average rating, 17 reviews

Villa in South Venice

Top rated villa with private pool

Family-friendly home rentals with wifi

4.98 out of 5 average rating, 57 reviews

Heated Pool & Spa | New Home Near Venice Beach

An outdoor pool area is showcased, featuring a large pool with clear water. A shaded outdoor table with chairs and an umbrella provides seating for guests. Pool toys are visible, and a couch offers a comfortable relaxation space, all under a protective screen enclosure.

5.0 out of 5 average rating, 22 reviews

Waterfront Oasis wish a Splash!

A private backyard features a sparkling pool surrounded by lounge chairs and an umbrella for shade. Colorful pool floaties and games are visible in the pool, while lush greenery provides a serene backdrop against a vibrant sunset sky.

4.97 out of 5 average rating, 60 reviews

2 Kitchens + Pool + Ping-Pong + Corn Hole + BBQ

Superhost

A green and cream converted school bus is parked along a gravel pathway surrounded by lush palm trees and greenery. Natural wooden logs are arranged along the edge of the path, enhancing the serene atmosphere of the setting.

Bus in Englewood

The Beach Bus - Skoolie Camping!

4.87 out of 5 average rating, 71 reviews

Townhouse in South Venice

2BR /1 bath close to Beach, Townhouse Venice Pool

4.8 out of 5 average rating, 71 reviews

4.97 out of 5 average rating, 61 reviews

A small dining area is shown with a round white table and two contrasting black chairs. A monochromatic artwork hangs on the wall above the table, featuring a serene boat scene. The floor is tiled in a neutral gray, contributing to a clean and minimal aesthetic.

Guest house in Englewood

Hammock Cove

5.0 out of 5 average rating, 16 reviews

S. Venice Tropical Oasis w/heated pool, near beach