Cottage holiday rentals in Venice

A sparkling pool reflects sunlight, set against a backdrop of lush greenery. Two blue chairs are positioned near a small table on grass, offering a serene view of the adjacent canal. A decorative fence surrounds the backyard, enhancing the outdoor space's privacy.

4.94 out of 5 average rating, 148 reviews

Waterfront Stay•Pool • PingPong • Near AMI Beaches

Your peaceful waterfront escape awaits. This cozy 2BR/2BA cottage offers two living areas. The bright Florida room overlooks the canal. It includes areas for a game of ping pong, a life‑size Jenga set, watching tv, having a bite at the table, and a sleeper sofa. Enjoy morning coffee at the dock watching the fish jump or grab your pole. Relax by the sunny pool or practice on the putting green ⛳. Fast WiFi, a dedicated workspace, beach gear, and a full kitchen make winter stays easy and relaxing.

An open living area features tiled flooring and soft lighting, with comfortable seating arrangements including a sofa and armchairs. A dining area is visible, showcasing a wooden table with chairs. Decorative touches such as artwork and a side cabinet enhance the space's charm.

4.99 out of 5 average rating, 102 reviews

Quaint Cottage,150 steps away from Crescent Beach!

Nestled on the serene Crescent Street, this classic 1969 cottage, is just a short walk to the ground quartz sands of Siesta Key. The 500 sq foot private brick paver and stone backyard off the screened in lanai is fully fenced with custom built stainless outdoor kitchen, featuring a large grill, refrigerator, custom built stone bar with seating for 8 . Nearby is a blue glass gas fire pit with a seating area, over sized (9 ft. diameter) in ground "spool", loungers and a large circular daybed.

A vibrant outdoor area features a swimming pool surrounded by lounge chairs and tropical plants. A separate upper level apartment is visible, showcasing a light blue exterior. The enclosed patio area provides shaded seating, enhancing the inviting space for relaxation.

4.94 out of 5 average rating, 130 reviews

The Mermaid: Heated Pool, 4 Houses to Beach

This apartment is a first-floor unit with an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is a washer/dryer in the apartment. Beach chairs and umbrellas are supplied to you at no charge. This is a duplex and has another 1 bedroom 1 bath apartment above you.

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.

4.9 out of 5 average rating, 168 reviews

Unit #1 Free kayak/bikes/walk to beach/fullcottage

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.

Cottage in Indian Beach-Sapphire Shores

The cottage features a welcoming exterior with a screened-in lanai, framed by decorative beams and charming window boxes. Lush greenery surrounds the property, and a large tree adds to the tranquil setting. A pathway leads to the front door, enhancing the inviting atmosphere.

4.8 out of 5 average rating, 280 reviews

Cozy Cottage by the Bay

Charming and historic decorator cottage near Downtown Sarasota. Located in the highly desirable, quiet, and safe neighborhood of Indian Beach - Sapphire Shores. Just a short drive to some of the nations top rated beaches like Siesta Key Beach. One of the best features of the home is the enclosed lanai at the front of the house. Perfect for enjoying Florida's coveted indoor/outdoor living. It has a private fenced in backyard, with a fire pit. Off street parking for 2 cars in the driveway.

4.98 out of 5 average rating, 102 reviews

Cottage in Cove

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

This waterfront home with private dock and boat slip is the perfect place to get away. Grouper Cottage is an ideal cozy place to unwind and enjoy sunsets and dolphins. You will fall in love with this refurbished historic cottage. Private setting offering tranquility, with picturesque palm trees and mangroves surrounding the property's shoreline. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

An open living space features a fully equipped kitchen with wooden cabinetry, a dining table, and seating area. A flat-screen TV is mounted on the wall. Light-colored flooring enhances the spacious feel, while natural light brightens the room through multiple windows.

4.87 out of 5 average rating, 284 reviews

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ heated pool, kayaks, table tennis & Tiki Hut. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

A mobile home with a welcoming front porch is surrounded by lush greenery and colorful flowering plants. The structure features a light exterior, complemented by a decorative element above the porch. A carport for vehicle parking is visible, alongside a well-maintained pathway.

4.97 out of 5 average rating, 124 reviews

Coastal Style 2BR cottage near Anna Maria Island

Relax with the whole family at this peaceful place to stay. Located in a mobile home/RV park 6.5 miles from Anna Maria Island, which offers some of the most beautiful beaches on the gulf coast. Centrally located between St. Petersburg and Siesta Key. This kid friendly community offers many amenities such as Pickle ball, swimming pool, shuffle board, horseshoes and gym on site. Stay a few days or a few months! Snow birds are welcome! Only 3.3 miles to Sarasota Airport.

A cozy porch area features a hanging swing adorned with colorful cushions, complemented by a small dining table and chairs. The entrance is framed by green lattice work, creating a welcoming space. A sign with the text 'WELCOME' is mounted on the wall.

4.86 out of 5 average rating, 177 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, Keurig in the kitchen, stocked with everything but your clothes and toothbrush.

4.9 out of 5 average rating, 377 reviews

Serene Suite*Walk 2 Dwtn/Riverfront/Dining*AMI*IMG

Our private, old Florida, suite located in historic downtown Bradenton with spacious back deck, king bed, sitting area, kitchen, fast FREE WiFi & parking. Walk to the Riverfront where you will enjoy dining, shopping and some amazing waterfront views. Just minutes to AMI beaches, shops, and endless fun. Walkable to local museums, Planetarium, IMG and other local favorites. Nestled in a quiet neighborhood this suite makes for an enjoyable, peaceful stay.

4.98 out of 5 average rating, 176 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!

Cottage in Bellevue Terrace

4.93 out of 5 average rating, 138 reviews

Private Heated Pool Casita Near Downtown & Beaches

Built in 1925, Casita Verde blends classic vintage charm with modern comforts. This 2-bedroom, 1-bath home features a 55" flat-screen TV with HD cable and fast Wi-Fi. Relax by the private pool or enjoy peaceful evenings on the deck with your favorite drink. Pet-friendly and conveniently located near Downtown Sarasota on Bahia Vista, with an easy drive to Lido Key, world-famous Siesta Key, and I-75 for day trips and longer adventures. 🌴

Popular amenities for Venice cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A charming home exterior is depicted, featuring light yellow siding with white trim. A raised entryway leads to a covered porch with large windows. A golf cart is parked to the side on a paved driveway, surrounded by trees and open space.

Family cottage with rare to find private backyard!

An open-concept living area showcases a spacious sofa, a dinette set, and a modern kitchen featuring light cabinetry and stainless steel appliances. Bar stools are positioned at the kitchen counter, and large windows allow natural light to illuminate the room.

3.67 out of 5 average rating, 3 reviews

Sun Outdoors Sarasota-1 Bedroom Cottage w/Loft

Cottage in Sarasota County

Cozy Cottage Near Siesta Key Village!

Modern Lakefront Getaway – Resort Perks Included

A bright studio space features a spacious king-size bed and a cozy sofa in soft blue tones. Natural light filters through window treatments, highlighting white walls and wooden beams that add warmth. A mirror and wall decor complement the relaxing atmosphere, while a TV is mounted nearby.

4.92 out of 5 average rating, 71 reviews

Cozy Cottage 1 block from Beach

A charming cottage is seen with a porch featuring a white railing and a blue and white striped umbrella. The exterior showcases light blue siding and a screened-in lanai. Lush green grass frames the entrance, adding to the welcoming appeal of the home.

4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

An expansive outdoor pool is showcased, featuring clear blue water under a bright sky. Surrounding the pool, lounge chairs with shaded umbrellas are arranged for relaxation. A spacious clubhouse with large windows is visible in the background, enhancing the resort's inviting atmosphere.

Sunny Landings *Florida*

4.9 out of 5 average rating, 79 reviews

Sandy Cottage w/ Hot Tub, 20 min to Beach + Garden

Pet-friendly cottage rentals

The front view of the bungalow features a welcoming entrance framed by tall palm trees. The light blue exterior contrasts with the lush greenery surrounding the property. A driveway leads to the entrance, inviting visitors to explore the charming cottage just steps away from the beach.

4.89 out of 5 average rating, 9 reviews

Charming 2BD Bungalow Close to Crescent Beach!

A single-story residence features large front windows and a covered porch, set against a clear blue sky. A concrete pathway leads to the entrance, bordered by greenery and tree shadows on the lawn.

4.73 out of 5 average rating, 26 reviews

*Cozy 2 bedroom just miles from The beach

A wooden deck extends from the cottage, featuring a sturdy chair positioned for relaxation. The light blue exterior of the house contrasts with the greenery surrounding the space. Steps lead up to the deck, enhancing accessibility to the entrance.

4.87 out of 5 average rating, 70 reviews

Cozy Cottage

Cottage in Don Pedro Island

4.98 out of 5 average rating, 61 reviews

Island Getaway•Beach House•Dock•Pet Friendly

Cottage in Don Pedro Island

An aerial view captures a lush island landscape, featuring dense greenery enveloping multiple structures. Surrounding a tranquil waterway, several docks are visible, accommodating boats with the ocean visible in the distance. The scene portrays a serene environment, ideal for relaxation.

4.98 out of 5 average rating, 60 reviews

Happily Ever After

A charming beachfront bungalow features a mint green exterior with a vibrant door, surrounded by well-maintained landscaping. The front yard is enclosed by a white picket fence, with tropical plants and decorative stones enhancing the inviting atmosphere.

4.58 out of 5 average rating, 12 reviews

Chic Peaceful 3BD Cottage - Walk to Siesta!

4.67 out of 5 average rating, 3 reviews

Cottage in Nokomis

Moon Dreams Cottage, 1.7 miles to Nokomis Beach

The studio features a spacious bed with light-colored bedding, positioned near a modern seating area. A decorative partition adds privacy, while a glass coffee table rests on a soft area rug. Natural light is welcomed through sliding doors leading to the outdoor space.

4.89 out of 5 average rating, 9 reviews

Studio competely remodeled

Private cottage rentals

A peaceful view of the intracoastal waterway is presented, featuring calm waters that extend to the horizon. A wooden dock extends into the water, with lush greenery lining the foreground. The scene is illuminated by soft sunlight, enhancing the serene ambiance.

4.95 out of 5 average rating, 167 reviews

Family-Friendly Beach Cottage Manasota Key

The exterior of a modular home is showcased, featuring a covered porch with two chairs under a sloped roof. Lush plants and palm trees surround the entrance, and a paved driveway leads to the home. Clear blue skies provide a bright backdrop.

4.94 out of 5 average rating, 78 reviews

Cheerful 2 bedroom , plus bunk room vacation home.

4.96 out of 5 average rating, 28 reviews

Artsy 1930s Cottage - walk to LECOM & waterfront

An inviting dining area features a wooden table set for four, adorned with placemats and glassware. A plant centerpiece adds a touch of greenery. The space opens to a cozy living area with comfortable seating and soft natural light coming through the windows.

4.88 out of 5 average rating, 101 reviews

Great after Milton -Pool & Waterfall! Beach! im

A charming yellow cottage is set against a clear blue sky, featuring a welcoming porch with wooden steps leading up to it. Surrounding palm trees contribute to the relaxed ambiance of the outdoor space.

4.88 out of 5 average rating, 331 reviews

Cottage on Siesta Key Beach

The exterior of the guesthouse is shown, featuring a spacious gravel area surrounded by palm trees. The building presents a modern design with large windows. A mix of landscaping is visible, complementing the natural surroundings of Siesta Key.

5 out of 5 average rating, 7 reviews

The Sand Dune

A charming beach cottage is framed by lush tropical landscaping, featuring a welcoming entrance with blue double doors and decorative window shutters. Natural stone pathway leads to the front steps, surrounded by vibrant plants and fresh mulch.

4.82 out of 5 average rating, 169 reviews

Charming Beach Cottage

A comfortable seating area features a dark leather sectional sofa with decorative pillows and a matching recliner. A central ottoman provides additional comfort, while two table lamps illuminate the space. Natural light filters through the blinds, complementing the artwork on the walls.