Family-friendly rentals near Caspersen Beach

4.93 out of 5 average rating, 113 reviews

Clean Gulf Beach 2 Kings Beds Pets Sleep max 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, 240 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, 218 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, 20 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, 43 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.

4.9 out of 5 average rating, 155 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.

4.96 out of 5 average rating, 23 reviews

PalmHaus | Heated Pool•Outdoor TV•Coastal Retreat

Welcome to PalmHaus, a bright and modern 4-bedroom Florida vacation home perfect for families and groups. The home features 2 king beds, 1 queen, and 2 twins, a fully stocked kitchen with a coffee bar, and a cozy living area with an electronic fireplace. Enjoy your private heated pool (up to 87°F), outdoor TV, BBQ grill, poolside seating, and beach supplies. Relax, unwind, and enjoy effortless coastal living.

4.87 out of 5 average rating, 120 reviews

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

This beautiful house is located at the Lemon Bay and close to the Manasota Beach. The beach is just a 0.6 mile walk or 0.8 drive away. The property offers a 1/2 acre lot. This house offers, with a 34x12 feet swimming pool and own tennis court, a completely new rental experience. You will find the barbecue area outside of the pool area. The charging of EV is not allowed and an extra fee will be charged.

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.

4.9 out of 5 average rating, 132 reviews

~ 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!

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, 41 reviews

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

Our beautiful vacation pool home is only 200 yds. from Shamrock Park with it's many walking and biking trails along the waterway, within ten minutes of 4 different beaches, just a 4 min. drive from a private beach and 10 mins. from the Brohard dog beach! Our private backyard wraps around our screened in pool/lanai. The neighborhood is quiet and safe with friendly neighbors.

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!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

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, 116 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! 🏝️☀️

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

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!

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, 109 reviews

Quiet Englewood Home Near Manasota Key

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

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

5.0 out of 5 average rating, 103 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

4.9 out of 5 average rating, 103 reviews

A modern living space is displayed, featuring a large gray sectional sofa and a circular wooden coffee table. The sleek kitchen with dark cabinetry is in view, complemented by pendant lighting and a spacious countertop. Natural light enters through the windows, enhancing the contemporary design.

Home in Osprey

Private house with loft

A screened pool area features a sparkling swimming pool surrounded by a spacious paver patio. Comfortable lounge chairs are positioned beside the water, while a shaded dining area with multiple chairs is visible. Lush greenery outlines the serene space.

4.96 out of 5 average rating, 48 reviews

Sunny Casa

4.96 out of 5 average rating, 84 reviews

Mimi & Poppy's Tropical Tiki

Family- and pet-friendly home rentals

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, 118 reviews

Family and Dog Friendly Home, Monthly available

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, 100 reviews

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

A close-up view of delicate white flowers is presented in the foreground, while a serene heated pool is visible in the background. Sunlight reflects off the clear water, with a hint of colorful pool floats resting on the surface in a well-maintained outdoor space.

4.93 out of 5 average rating, 118 reviews

Modern 3-Bedroom Home with a New Pool

4.96 out of 5 average rating, 121 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

Short walk to beach 4, King bed, Dog Friendly

4.93 out of 5 average rating, 170 reviews

Island Home & Casita, Pool, Golf Cart, Beach

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, 46 reviews

Venice retreat-steps to Shamrock Park/Legacy Trail

A serene pool area is surrounded by lush greenery and palm trees. A vibrant inflatable in the shape of a dog floats in the clear water. Comfortable lounge chairs are positioned nearby, inviting relaxation under the sunny sky.

4.95 out of 5 average rating, 44 reviews

Tropical Bliss | Lush Garden Poolside Retreat

5.0 out of 5 average rating, 52 reviews

"The Lost Loon" Oceanfront Cottage by Roxy Rentals

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, 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.

Guest house in Englewood

Gulf front romantic cottage in paradise

4.96 out of 5 average rating, 56 reviews

The Nantucket Nook w/Heated Pool

4.71 out of 5 average rating, 283 reviews

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

A spacious living area features a large, navy sectional sofa complemented by two light brown chairs. A coffee table sits at the center, adorned with a small plant. A ceiling fan rotates above, and large windows allow natural light to fill the room.

4.94 out of 5 average rating, 89 reviews

Heated Pool! Tranquil Home Near Beach!

4.96 out of 5 average rating, 57 reviews

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.

Home in Venice

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

5.0 out of 5 average rating, 22 reviews

Bright New Home • Family Oasis Near the Shore

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!

Family-friendly home rentals with wifi

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, 45 reviews

Your Paradise in Venice | 10 Min to Beaches

4.97 out of 5 average rating, 35 reviews

Venice Family Getaway w/ Game Room • Near Beaches

4.97 out of 5 average rating, 59 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

A spacious living area features a sectional blue sofa adorned with decorative pillows. A large area rug with a light coral design lies on the tiled floor. Natural light filters in through the window slats, while a ceiling fan adds a touch of comfort to the space.

4.83 out of 5 average rating, 42 reviews

Venice Coastal Vibe - Serene Pool Home

5.0 out of 5 average rating, 16 reviews

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

An aerial view captures the beachfront location of the property, showing lush greenery surrounding the home with the Gulf of Mexico in the background. The sandy beach stretches along the coastline, and a clear blue sky adds to the serene coastal environment.

5.0 out of 5 average rating, 18 reviews

Luxury Beachfront Property

A private heated pool reflects sunlight, surrounded by a screened-in patio. Two blue chairs are positioned beside a small table, offering a place to relax. The pool area is connected to an inviting living space visible through large glass doors.

4.9 out of 5 average rating, 59 reviews

Sun-glow Bungalow (office & optional heated pool)