Pet-friendly holiday rentals in South Sarasota

4.94 out of 5 average rating, 113 reviews

Paradise Retreat Bring Family to the Beach!

Welcome to our cozy 3-bedroom, 2-bath home in sunny Sarasota, Florida. Our spacious home comfortably accommodates up to 7 guests and is just 11 minutes from trip advisor’s #2 ranked beach, Siesta Key. You'll also be just a 10-minute walk from top-rated restaurants and shopping malls, and perfectly situated in the heart of Sarasota, allowing you to enjoy both day and nightlife. Our home is great for getaways. Don't miss out on the opportunity to stay in our amazing location - book with us today!!

WalkabilityPetsParking

4.89 out of 5 average rating, 107 reviews

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

WalkabilityOutdoor spacesComfort

A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.

4.94 out of 5 average rating, 101 reviews

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

PetsWalkabilitySleep quality

A modern kitchen is presented with warm wooden cabinetry and stainless steel appliances. A large island provides seating with two white stools. Sunlight illuminates the space through a window above the sink, where a bouquet of flowers adds a vibrant touch.

4.99 out of 5 average rating, 140 reviews

Siesta Breeze ~ Charming Coastal Cottage

Message me for 🔥🔥 last minute deals!! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.

WalkabilityPetsKitchen

A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.

4.8 out of 5 average rating, 186 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

PetsOutdoor spacesBathroom

4.89 out of 5 average rating, 209 reviews

Guest suite in Sarasota

Sweet, pet friendly Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

Outdoor spacesWalkabilityKitchen

The exterior of a newly renovated home is shown, featuring a light-colored brick facade and a modern garage door. A well-maintained driveway leads to the entrance, which is accentuated by a bright orange door. Landscaping includes gravel beds and low-maintenance plants amidst partial cloud cover.

4.88 out of 5 average rating, 101 reviews

Gorgeous renovation with pool, minutes from beach

Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacious modern kitchen has a slider that leads to covered porch and large pool with private fenced yard. A second slider from the porch leads to the master bedroom with master bath and walk in closet. Open living room and 2 additional big bedrooms make the house perfectly comfortable for 6. Everything you need is right here! Siesta Key Beach Distance - 16 Min; 6.1 Mi

WalkabilityPetsCheck-in

A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.

4.96 out of 5 average rating, 278 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Walking distance to a Publix grocery store and 5 good restaurants. ⅕1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. New tile and wood floors throughout. Quite neighborhood for walking .

Outdoor spacesWalkabilityLaundry

An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.

4.97 out of 5 average rating, 141 reviews

2 BR House 1.6 miles from Siesta Key Beach

Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

PetsWalkabilityBathroom

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.94 out of 5 average rating, 140 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

PetsWalkabilityComfort

A spacious backyard is shown at sunset, featuring a heated pool surrounded by a tiled patio. Tropical palm trees frame the area, and a tiki bar can be seen in the background. Soft outdoor lights create a welcoming ambiance as the sky fills with vibrant orange and purple hues.

4.94 out of 5 average rating, 168 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want!

PetsOutdoor spacesGetting around

The exterior of the duplex presents a welcoming entrance with a covered front porch and seating. Lush greenery and small potted plants enhance the home's facade. The driveway is visible, leading to the well-maintained lawn and fenced backyard area.

4.94 out of 5 average rating, 127 reviews

1 Bed 1 bath 7 mins to the beach

This charming 1 bedroom 1 bath space has a calming coastal vibe with dedicated driveway parking, front porch, and fenced backyard. This unit is newly renovated and furnished, and is part of a duplex with a large shared backyard. It is within walking/biking distance or a short drive to grocery stores and restaurants, and 7 mins to Siesta Key - FL's #1 beach! Longboat Key, St. Armands, Turtle Beach, and Downtown are all a short drive away!

PetsWalkabilityHospitality

Popular amenities for South Sarasota pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.

4.8 out of 5 average rating, 137 reviews

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

WalkabilityPetsCheck-in

4.96 out of 5 average rating, 112 reviews

A single-story home is showcased with a light exterior and grey roof. Blue shutters adorn the windows, while lush greenery and colorful landscaping enhance the front yard. A screened wraparound porch offers additional outdoor space. The property is bordered by a paved walkway.

Home in Arlington Park

Sarasota 2B/2B Near Siesta Key/Arlington Park/SMH

Outdoor spacesWalkabilityParks

4.94 out of 5 average rating, 179 reviews

Home in Sarasota Springs

Lake Front House with a Pool

Outdoor spacesPetsPool

The living and dining area features a spacious sectional couch with a decorative pillow, a coffee table, and a dining table with six chairs. A large flat-screen TV is mounted on the wall, and natural light floods in through sliding glass doors that lead to the backyard.

4.92 out of 5 average rating, 115 reviews

Oasis close to beaches & Downtown

Outdoor spacesPetsLayout

4.94 out of 5 average rating, 139 reviews

An open living area features a large flat-screen television on a modern stand, complemented by a glass dining table with stylish stools. Natural light enters through large windows, while a contemporary ceiling fan hangs above, enhancing the inviting atmosphere of the space.

Home in Arlington Park

Arlington Park/Southside Village Modern 5 Star

WalkabilityOutdoor spacesAir conditioning

A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.

4.95 out of 5 average rating, 242 reviews

Cozy 2BD/2BA with Heated Pool Near Siesta Key

Outdoor spacesPetsLocation

The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

4.98 out of 5 average rating, 132 reviews

Sunshine House, near Downtown, Legacy Trail, Beach

PetsWalkabilityQuiet

4.96 out of 5 average rating, 134 reviews

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Outdoor spacesWalkabilityAmenities

Pet-friendly home rentals with a pool

4.85 out of 5 average rating, 319 reviews

A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.

Bungalow in Sarasota

Private Siesta Beach House Oasis with Heated Pool.

PetsOutdoor spacesKitchen

4.88 out of 5 average rating, 130 reviews

A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

Apartment in Sarasota

Minutes to Siesta or DT w/heated pool and Hot Tub

WalkabilityOutdoor spacesBiking

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.

5.0 out of 5 average rating, 107 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

WalkabilityPetsGetting around

4.99 out of 5 average rating, 108 reviews

A private balcony is showcased with two white lounge chairs and a small table. Lush palm trees provide greenery, while a heated pool can be seen beyond the railing. Sunlight filters through the trees, creating a serene outdoor space.

Apartment in Sarasota

Beechwood Suites B

Outdoor spacesPetsAccuracy

Condo in Gulf Gate Estates

4.8 out of 5 average rating, 144 reviews

Spacious 2BR/2BA Garden Condo w/ Heated Pool

Outdoor spacesPetsAmenities

The outdoor area features a well-maintained pool bordered by lush greenery. Several loungers and a shaded seating area invite relaxation. A vibrant red umbrella provides sun protection, while the sky above showcases a mix of clouds and blue, enhancing the serene atmosphere.

4.83 out of 5 average rating, 24 reviews

Siesta Shore House

Outdoor spacesWalkabilityAccess

A private backyard features a heated in-ground pool surrounded by spacious pavers. Lounge chairs are positioned along one side, with a shaded table and umbrella nearby. Lush greenery lines the perimeter, providing a natural backdrop for relaxation and leisure.

4.92 out of 5 average rating, 25 reviews

The Pink Pineapple - Your Cozy Sarasota Home

Indoor spacesFamilyBackyard

4.9 out of 5 average rating, 52 reviews

Twin Palms: 2 Houses, Pool & Putting Green

Outdoor spacesWalkabilityAccuracy

Private, pet-friendly home rentals

4.92 out of 5 average rating, 13 reviews

Luxe Modern Home - Private, Friendly & Stylish

Outdoor spacesHospitalityAccuracy

A spacious kitchen area features an island with seating, surrounded by a dining table and chairs. Natural light floods the room through large windows and glass doors that lead outside. A ceiling fan enhances the airy atmosphere, complemented by wooden flooring.

4.9 out of 5 average rating, 31 reviews

Specious and renovated 2 bed 2 bath house

Outdoor spacesPetsParking

4.88 out of 5 average rating, 17 reviews

Spacious 3BR Retreat•King Beds•Close to Siesta Key

WalkabilityLocationBackyard

A swim spa is illuminated by soft, colorful lighting, offering a tranquil setting for relaxation. Surrounding the spa, a landscaped area features stepping stones and decorative pebbles, with tropical plants and trees creating a serene atmosphere. Ambient lighting along the path enhances the outdoor space.

4.91 out of 5 average rating, 66 reviews

SARASOTA PLACE NEAR SIESTA BEACH

WalkabilityPetsBarbecue

4.97 out of 5 average rating, 38 reviews

Spacious Sarasota family home Mins from the beach

Outdoor spacesPetsFamily

A modern kitchen featuring sleek white cabinetry and granite countertops. Stainless steel appliances are prominently displayed, including a microwave and a refrigerator. An island bar with seating accommodates multiple guests, while large windows provide ample natural light.

4.93 out of 5 average rating, 71 reviews

Family / Group Vacation Home Close to Beach

WalkabilityOutdoor spacesGetting around

5.0 out of 5 average rating, 12 reviews

The Palm Cottage

CleanlinessComfortIndoor spaces