Holiday rentals with outdoor seating near Caspersen Beach

The modern exterior of the home features clean, white walls accented by a textured stone wall. Black light fixtures are strategically placed, contributing to the contemporary design. Lush greenery surrounds the property, enhancing the inviting atmosphere under a clear blue sky.

4.95 out of 5 average rating, 110 reviews

Mins to Beach-Stylish +Modern+Spacious w/3 Masters

Find "Serenity by the Sea" at this modern home with 3 master bedrooms just minutes from Nokomis, Caspersen and Venice beaches. Enjoy crisp percale bedding and comfortable beds plus an ensuite bathroom in each bedroom. Perfect for relaxing after a day exploring Venice and the unique Gulf coast areas. Minutes from a local Park and Nature Center full of nature trails, playground and local flora and fauna. Nothing says "Welcome to Vacation" like a salty breeze and sunshine! MANAGED BY RELAX STAYS

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 out of 5 average rating, 33 reviews

Serenity in Venice!Steps to Shamrock Park & Trail!

Feel right at home at this unique and tranquil getaway. The house is near everything! Quiet and clean home 0.1 miles to the Venetian Waterway/Legacy Trail, where you can enjoy a run or bike ride adjacent to the intercoastal. Shamrock Park, connected to the trail, has a nature center, butterfly garden, playground, tennis and basketball courts. 4.2 miles (accessible by bike) to Caspersen Beach. 3.6 miles to Venice Ave shops and restaurants. 7 miles to Wellen Park/Atlanta Braves Spring Training.

4.9 out of 5 average rating, 156 reviews

An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.

Cottage in Englewood

Free kayak/bikes/walk to beach/full cottage #1

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

4.92 out of 5 average rating, 102 reviews

Updated, coastal 2 King Beds Fenced yard PETS OK

Sandy Flamingo Vacations is offering this spacious and fully renovated home in South Venice, located just south of Sarasota. 2 bedrooms, 2 baths and a bonus room/game room. It is ideal for both work and leisure travel, offering a serene retreat to enjoy activities such as sunny beaches, fishing, boating and exploring. The backyard is fully fenced, featuring a BBQ grill and patio table for outdoor dining. The kitchen is fully stocked, making it suitable for long stays and family cooking.

4.84 out of 5 average rating, 212 reviews

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.

Home in Englewood

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!

4.87 out of 5 average rating, 260 reviews

Hotel room in Venice

Near Downtown/Beach | Tropical Villas Venice Beach

Tropical Villas of Venice Beach offers 10 Villas on the Island of Venice FL. The Villas give the Old time Florida vibe with a convenient location to the beach, stores and restaurants. - 3 blocks from the beach - 2 blocks from the downtown - Near the Legacy Bike trail - In front of the beautiful John N. Park (Picnic) - Tropical gardens & swimming pool - Smart TV : NFLX, DIS +, Hulu, Espn+ - BBQ and Bikes and beach gears provided - Shark teeth equipment - Farmer Market every Saturday

A tranquil heated swimming pool is enclosed by a screened patio, with clear blue water reflecting the sky. Surrounding palm trees add a touch of tropical greenery, while a shaded seating area is visible in the background, creating an inviting outdoor space for relaxation.

4.96 out of 5 average rating, 112 reviews

Venice Getaway 3 bedrooms, private heated pool

The property is located close to Sarasota and Punta Gorda airport, also you can fly to Tampa airport which is a little bit farther. Impeccable 3 bedroom home with a heated swimming pool. Centrally located and minutes away from shopping, beaches (Caspersen, Manasota Key, Venice Fishing Pier and Venice), some of the best restaurants in the area, and close to downtown Venice. Bring your beachwear and enjoy the sunny days, sandy beaches, and warm water that South Venice has to offer!

4.86 out of 5 average rating, 145 reviews

A large screened-in patio surrounds a sparkling Gunite pool, with a pink float in the water. Comfortable seating is provided at the bar area and poolside loungers, while palm trees and greenery are visible in the background.

Holiday home in Venice

🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬

Escape to our charming Venice pool home, where relaxation meets adventure! Perfectly located near the water, this tranquil three-bedroom retreat is nestled on a quiet, palm-lined street. Enjoy easy access to bikes and kayaks for exploring, plus all the beach essentials: cooler, umbrella, and chairs. The pool awaits for sunny days and peaceful evenings (note: a brand-new pool cage is on its way, expected in December). Book now to experience Venice’s beauty from your private oasis!

5 out of 5 average rating, 41 reviews

Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.

Home in Englewood

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

4.98 out of 5 average rating, 167 reviews

A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.

Cottage in Nokomis

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

4.97 out of 5 average rating, 127 reviews

Tropical Surf Bungalow near beaches

Keep it simple at this peaceful and centrally-located home. Close to shopping, restaurants and the most beautiful beaches in the area. Only 5 miles to Venice beach the best place to find sharks teeth!! Tropical surf style with items made from local artists, 2 bed, 1 bath, bonus room w/ laundry and a shaded back patio for sitting. Large back yard with tropical plants and one of the most royal and stunning laurel oak trees in the area.

4.91 out of 5 average rating, 124 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.

Popular amenities for rentals with outdoor seating near Caspersen Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A spacious bedroom features a comfortable bed with light blue and white striped bedding. Soft, plush pillows are arranged on the headboard. A scenic beach landscape is displayed above the bed. Two bedside lamps illuminate the space, providing a cozy ambiance.

4.89 out of 5 average rating, 44 reviews

Coastal Heaven

A spacious swimming pool is surrounded by a screened-in patio, featuring lounge chairs positioned for relaxation. The area is illuminated with soft lighting, creating a serene atmosphere as twilight descends. Large glass doors connect the pool area to the interior, enhancing the open feel.

5 out of 5 average rating, 10 reviews

Luxury Casa in Venice

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.

4.92 out of 5 average rating, 63 reviews

Heated Pool! Tranquil Home Near Beach!

5 out of 5 average rating, 17 reviews

Coastal Retreat ~ Near Beaches, Parks & Shopping

An open and airy living space is shown, featuring comfortable seating with a light color palette. A modern dining area accommodates several black chairs around a wooden table, while a fully equipped kitchen showcases sleek cabinetry and appliances. Warm lighting is provided by stylish fixtures.

5 out of 5 average rating, 33 reviews

SunCoast Luxury Estates

A serene beach scene displays soft sand meeting gentle waves under a bright sky. The water showcases a gradient of blue hues, while fluffy white clouds add to the tranquil atmosphere. Footprints can be seen leading towards the shoreline, inviting exploration.

4.95 out of 5 average rating, 39 reviews

Dolphin Cottage

A screened-in outdoor pool area is surrounded by lush tropical foliage. The clear blue water of the pool sparkles under sunlight, with a shallow entry and spa section visible. Comfortable outdoor seating can be seen nearby, offering a peaceful environment for relaxation.

4.89 out of 5 average rating, 46 reviews

Lake, Trees, Near Beach, with Private Heated Pool!

A light-filled common area features a spacious gray sectional sofa with neutral accent pillows. Nearby, a modern kitchen showcases white cabinetry and bar stools. A dining area is visible, furnished with a wooden table and surrounded by chairs. Double glass doors lead to an outdoor space.

4.94 out of 5 average rating, 32 reviews

New! Beautiful Beach House, Venice

Apartment rentals with outdoor seating

An outdoor patio area features two white adirondack chairs facing a round wicker table, surrounded by potted plants. A welcome sign is mounted on the wall, and a patterned rug adds a cozy touch. Large windows provide a view into the interior space.

4.99 out of 5 average rating, 135 reviews

*Recently Updated* Cozy Oasis, centrally located

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

4.97 out of 5 average rating, 148 reviews

Free Early Chkl-in, Ringling College, Van Wezel

4.84 out of 5 average rating, 269 reviews

A bright blue entrance door labeled 'Poolside Suite' is visible, leading into the suite. The door is framed by a light blue exterior, with a view of the pool area and palm trees in the background. Sunlight casts gentle shadows on the patio.

Flat in Siesta Key

Siesta Key - Poolside Suite - Studio - Free kayaks

Superhost

A spacious bedroom features a king-sized bed with a white bedspread and coordinating pillows. Two windows allow natural light to brighten the room, while a fan circulates air. A dark, modern couch and built-in shelves provide additional functionality and style.

4.8 out of 5 average rating, 147 reviews

Old Florida-Style Spacious Studio w/ Full Kitchen

A bright living area is viewed, showcasing a cozy sofa adorned with decorative pillows. Light drapes frame large glass doors that open to a vibrant garden patio. Two comfortable chairs and a wooden table complement the space, creating a welcoming atmosphere for relaxation.

4.98 out of 5 average rating, 179 reviews

Near Siesta Key Beaches - Quiet 1 BR apt

A private entrance is framed by a sleek plant and modern features. The entrance door is flanked by a wall light and a smooth concrete pathway, complemented by potted plants that enhance the outdoor space.

4.97 out of 5 average rating, 176 reviews

Gillespie On The Park, Walk to Downtown

A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.

4.89 out of 5 average rating, 168 reviews

Chic & Cozy Getaway • Near Siesta Key Beach

A living room area is shown, featuring a light-colored couch positioned beneath two large windows. Natural light filters in, highlighting a small potted plant on a coffee table topped with a woven textile. A lamp and a dark wood side table are also present, adding to the room's ambiance.

4.95 out of 5 average rating, 155 reviews

★1 BLOCK TO SIESTA DRIVE★KING BED★FULL KITCHEN★

Apartment rentals with outdoor seating

4.96 out of 5 average rating, 123 reviews

A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.

Apartment in Englewood

Sunset Beach

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

5 out of 5 average rating, 132 reviews

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

A living area features a comfortable green sofa complemented by a lamp casting a warm glow. A white wicker chair adds a coastal touch, positioned beside a small white table. Light wooden floors extend across the space, with soft wall art and a wall-mounted TV enhancing the environment.

4.84 out of 5 average rating, 251 reviews

Cozy 1BR Beach Condo on Siesta Key!

A spacious bedroom features a modern white bed with plush pillows and a decorative brown pillow. A mirrored closet reflects the elegantly decorated space, which includes a stylish bedside table and soft lighting from a lamp. Natural light filters through the vertical blinds.

4.93 out of 5 average rating, 109 reviews

The Honeymoon Suite on Siesta Key Beach

Superhost

Apartment in Sarasota

4.8 out of 5 average rating, 107 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

4.97 out of 5 average rating, 346 reviews

On the Beach; Siesta Key SunBum Studio

4.97 out of 5 average rating, 100 reviews

The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.

Apartment in Sarasota

Blue studio perfect for 2, just 5 min from beach

4.97 out of 5 average rating, 101 reviews

The studio unit features a light-filled layout with a cozy seating area highlighted by a blue sofa. A kitchenette is equipped with essential appliances, while a spacious bed is placed against a textured accent wall. A dining table complements the open space.

Apartment in Englewood

Studio, pool, private beach, boat dock shark teeth

Other holiday rentals with outdoor seating

4.92 out of 5 average rating, 51 reviews

Second home vacation rental

5 out of 5 average rating, 21 reviews

Your Paradise in Venice | Near Beaches

A serene outdoor space is depicted, featuring two lounge chairs positioned by a sparkling pool. The view includes large glass sliding doors that provide access to the interior, with lush greenery enhancing the tropical atmosphere.

5 out of 5 average rating, 69 reviews

Poolside Private Garden Oasis Home by the Beach

A wooden platter displays green grapes and strawberries alongside two fluted glasses filled with a light golden beverage. The background features sheer white curtains framing a glimpse of a turquoise pool and lush greenery.

4.94 out of 5 average rating, 65 reviews

Venice Paradise • 6 Min to Beach + Near YMCA Pool

An outdoor seating area is captured, featuring a comfortable wicker sofa adorned with decorative cushions. A wooden coffee table holds breakfast items, including a teapot and cups. The space overlooks a fenced saltwater pool, with sunlight filtering through the screened enclosure.

5 out of 5 average rating, 68 reviews

Beach Time Oasis w/Heated Pool & Spa, near beach

A charming white house is set against a backdrop of lush greenery. A vibrant blue front door adds a pop of color, complementing the well-maintained lawn and surrounding landscaping. A single-car garage is visible on the left side of the image.

4.93 out of 5 average rating, 61 reviews

Beach, Sun & Fun

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.

4.98 out of 5 average rating, 53 reviews

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

A comfortable living area is showcased, featuring two green sofas adorned with decorative pillows. A white coffee table sits in the center, positioned on a patterned area rug. Natural light enters through large windows, framed by light curtains, creating a bright and inviting space.