Pet-friendly holiday rentals in Sarasota

4.97 out of 5 average rating, 235 reviews

A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.

Apartment in Bayou Oaks

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

A light-filled entryway features a wall of glass shelving with decorative items. Double glass doors provide access to the outdoor space, which is partially visible through the glass. A small mat lies on the floor near the entrance.

4.91 out of 5 average rating, 213 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

Apartment in Indian Beach-Sapphire Shores

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, 160 reviews

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt

Beach ready Apt!! Echo/white noise machine Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

Guest suite in Indian Beach-Sapphire Shores

A bright living space is showcased with wooden paneling and a ceiling fan. A cozy bed is adorned with a yellow blanket, while a colorful area rug adds warmth. A seating area with a couch and a workspace are visible, alongside a flat-screen TV and kitchenette.

4.98 out of 5 average rating, 268 reviews

The Sapphire Suite

Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living area complete with all necessities such as wifi, an outdoor patio and your own free parking. The suite is located MINUTES away from all of Sarasota's famous hotspots! It is down the street from Jungle Gardens. A 10minute walk to The Ringling Museum. 10minute drive to Downtown, 15 minute drive to both Siesta Key and St. Armand's Circle. It could not be located more ideally!

Guesthouse in Gillespie Park

An outdoor patio area is shown, featuring a round table with four red metal chairs. Potted plants flank the table, and string lights hang overhead, creating an inviting space. French doors lead into the interior, framed by lush greenery.

4.84 out of 5 average rating, 343 reviews

Sarasota Getaway Guest House

Cute guest room with private access, featuring a comfortable queen‑size bed, spacious bathroom, coffee bar with Keurig, microwave & mini fridge. Enjoy a short walk to downtown shopping, dining, live music, Whole Foods, galleries, and fine shops. Gillespie Park is just across the street with tennis, pickleball, basketball, dog‑walking areas, & walking/running paths. You’re only minutes from Lido Beach, St. Armands Circle, Mote Marine, museums, theaters, and Sarasota’s top coastal attractions.

Superhost

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.

Cottage in Indian Beach-Sapphire Shores

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.

4.95 out of 5 average rating, 108 reviews

A spacious studio features a cozy sleeping area with a queen bed dressed in soft linens, complemented by decorative pillows. Floor-to-ceiling windows provide natural light and a glimpse of the private garden. Soft earth tones create a calming atmosphere, and a textured rug adds warmth.

Condo in Sarasota

Hidden Gem Studio · Near Siesta Beach (5 min)

A true hidden gem just 5 minutes from Siesta Key Beach, this ground-floor studio offers a calm, comfortable stay in a highly convenient location. Ideal for couples or solo travelers looking for an easy Florida getaway with everything close by. Pet-friendly stay with a simple $10 one-time pet fee per booking. A perfect base for beach time, local dining, and unwinding at your own pace. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.

4.95 out of 5 average rating, 178 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

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.

4.96 out of 5 average rating, 104 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!

4.95 out of 5 average rating, 101 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

This newly renovated property is equipped with 2 bedrooms and 2 full bathrooms, full kitchen with all appliances, washer/dryer, screened wraparound patio, and fenced-in yard. Safe and beautiful walking neighborhood - 15 minute walk to Arlington Park and Recreation Center. 7 minute walk to Sarasota Memorial Hospital and Southside Village restaurants & shops. 15 minute drive to Bayfront Park, Selby Botanical Gardens, Marina Jack, St. Armand's/Lido Key and Siesta Key Beach.

Guest suite in Siesta Key

4.9 out of 5 average rating, 193 reviews

Cozy Studio - quick walk to #1 Siesta Key Beach!

Recently renovated and updated! Adorable studio just steps from Siesta Key Village, and a quick walk to the beach. Spend your day exploring the key, swimming in the ocean, and experiencing the local restaurants and shops. Enjoy coffee in the mornings on the patio, and use the available bikes to catch a beautiful sunset each night. **Please note: - No excessive noise or Parties/Events will be allowed** - No Smoking inside the unit** - Quiet hours from 10 PM to 7 AM**

4.77 out of 5 average rating, 161 reviews

An outdoor lounge area features soft pink seating, including a sofa and armchair, against a backdrop of warm wood paneling. A standing lamp provides ambient lighting, and large windows offer a view of the surroundings. A patterned area rug adds texture to the space.

Guest suite in Sarasota

Private Suite • 10-Min Walk to Siesta Beach, Shops

🌴 Welcome to Your Cozy Siesta Key Getaway Relax in this private, well-appointed pied-à-terre located in a quiet, walkable neighborhood, just a 10-minute (0.5 mile) walk to Siesta Beach Access #12. . Perfect for couples or solo travelers looking for a comfortable, convenient home base near it all. The kitchenette is ideal for light cooking/reheating, and includes: Microwave, Refrigerator, Keurig Coffee maker, Teapot Small stove/oven, Basic dishware and utensils

Popular amenities for Sarasota pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

The covered swimming pool area features a spacious rectangular pool with crystal-clear water. Surrounding the pool are several lounge chairs, and the area is framed by a screened enclosure. Landscaped borders enhance the outdoor space with a touch of greenery.

4.83 out of 5 average rating, 202 reviews

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs

The modern kitchen features a large island with a marble countertop, topped with an arrangement of fresh fruits and drinks. A light fixture adds a soft glow above the island, while a cozy seating area with a dark sofa and brick wall can be seen in the background.

4.87 out of 5 average rating, 112 reviews

Sarasota Getaway “Have some fun under the sun.”

4.93 out of 5 average rating, 30 reviews

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

Home in Arlington Park

Coastal Retreat near Siesta Key Beach and Downtown

A modern kitchen is highlighted by a central island with a dark countertop and multiple drawers. Sleek white cabinets complement stainless steel appliances, while a coffee maker and kettle are positioned on the counter. A potted orchid adds a touch of color to the space.

4.99 out of 5 average rating, 78 reviews

Luxury Pet friendly home, 2.7miles to Siesta Key!

The exterior of a charming blue house is captured, framed by two palm trees. A small porch with steps leads to the entryway, while white landscaping stones accentuate the yard. Two white lounge chairs are positioned invitingly in front of the house.

4.93 out of 5 average rating, 40 reviews

Sunshine Bliss Bungalow

5 out of 5 average rating, 30 reviews

A private entrance features a white fence and gate with the number 1825 displayed prominently. The pathway is paved with bricks and flanked by lush greenery and colorful flowers, leading to the home's inviting entrance.

Home in Gillespie Park

The Gecko Bungalow - DT Sarasota

4.97 out of 5 average rating, 117 reviews

Home in Arlington Park

The Wisteria Oasis W/swings, heated pool & hot tub

4.9 out of 5 average rating, 396 reviews

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

Home in Bradenton

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Pet-friendly home rentals with a pool

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.

4.99 out of 5 average rating, 84 reviews

Beechwood Suites B

4.78 out of 5 average rating, 272 reviews

Home in Bradenton

Tropical Oasis - Private Pool - Close Beaches

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.

4.92 out of 5 average rating, 91 reviews

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

4.94 out of 5 average rating, 18 reviews

Condo in Sarasota

Lanai w/ Pool Views • Minutes to Siesta Key

Home in Downtown Sarasota

4.94 out of 5 average rating, 48 reviews

Serenity Springs | Private Heated Pool + Waterfall

Home in Indian Beach-Sapphire Shores

A vibrant pool is surrounded by a fenced yard, featuring greenery and decorative plants. Two lounge chairs are positioned near the pool, providing a space for relaxation. Sunlight filters through the leaves above, creating playful shadows on the water's surface.

4.94 out of 5 average rating, 64 reviews

Beautiful Florida Bungalow

Condo in Indian Beach-Sapphire Shores

The view from the patio overlooks Whitaker Bayou, featuring calm waters lined with lush greenery and docks. Sunlight reflects off the water's surface, creating a serene atmosphere. The image captures a tranquil waterfront scene, enhancing the natural beauty of the surroundings.

5 out of 5 average rating, 10 reviews

Charming Waterfront 1/1.5 Beautiful Sunsets!

5 out of 5 average rating, 14 reviews

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

Private, pet-friendly home rentals

An inviting entrance opens to a well-lit living space featuring a red sectional sofa and a dining area with white chairs around a round table. Light wooden flooring extends throughout, and a large mirror reflects the bright atmosphere.

4.94 out of 5 average rating, 51 reviews

Cozy Bungalow Near Siesta Key & Downtown

4.98 out of 5 average rating, 64 reviews

An aerial view captures the vibrant neighborhood surrounding the vacation rental. Beach access is visible beyond the homes, along with a stretch of sandy shoreline and crystal-clear water. The layout shows various residential buildings and palm trees dotted throughout the area, creating a welcoming coastal atmosphere.

Townhouse in Siesta Key

100 Steps to beach access & 5-min Village walk

A private driveway is framed by wooden fences, leading to a residence. Sunlight filters through the nearby palm trees, creating dappled shadows on the gravel surface. The entrance is marked by a wooden gate, adding a sense of privacy to the space.

5 out of 5 average rating, 20 reviews

Botanical Bungalow at THE BAY

4.97 out of 5 average rating, 33 reviews

A spacious studio layout features a comfortable queen bed draped in crisp white linens, complemented by a cozy sectional sofa. Decorative beach-themed artwork adorns the walls, while a potted plant adds a touch of greenery. A minimalist coffee table holds magazines and decorative items.

Guesthouse in Sarasota

Private/Peaceful Studio -Pet Friendly, Fenced Yard

5 out of 5 average rating, 73 reviews

A serene beach scene captures the sun setting on the horizon, casting warm hues across the sky and reflecting on the gentle waves. The shoreline appears tranquil, inviting relaxation as the day's light slowly fades.

Guest suite in Sarasota

Ocean Breeze Retreat 6min to Siesta BEACH!

Home in Indian Beach-Sapphire Shores

The living room features two sofas, one beige and one blue, arranged around a light wooden coffee table. A ceiling fan is visible, alongside partial sunlight filtering through horizontal blinds. A piece of wall art and a lamp add to the space's comfort.

5 out of 5 average rating, 17 reviews

Newly Renovated Classic Bungalow

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, 91 reviews

Siesta Breeze ~ Charming Coastal Cottage