Pet-friendly holiday rentals in Sarasota Springs

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, 233 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

Home in Gulf Gate Estates

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

A handcrafted wooden pelican figurine stands prominently on the countertop, adding a coastal touch. Above, pendant lights hang beneath a bamboo ceiling, providing a warm glow. The background reveals glimpses of a colorfully decorated space with various shelves and artwork.

4.96 out of 5 average rating, 116 reviews

Sandy Feet Retreat- Cozy Bungalow & Outdoor living

Welcome to Sandy Feet Retreat! Our single family home is located in Sarasota Florida, only 8 miles from Siesta Key, 5 miles from downtown Sarasota, and only one block away from the Legacy Trail. The perfect Sarasota Home for your trip, featuring a cozy coastal theme with amenities, including a hot tub, grilling station, fire pit, and outdoor entertaining area. Just 2 miles off I 75, this charming vacation home is a short drive from many local restaurant options. Enjoy all Sarasota has to offer.

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, 194 reviews

Updated Ranch Near Beaches/Downtown - Pet Friendly

Updated 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 Wi-Fi. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the fully fenced private backyard. Enjoy several nearby golf courses, or catch Orioles spring training at Ed Smith Stadium

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

Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

4.98 out of 5 average rating, 103 reviews

A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.

Guest house in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

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, 137 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.

A pineapple plant is featured prominently in the foreground, with a small pineapple developing. In the background, the house is framed by greenery and a porch with white railings, complemented by soft natural lighting.

4.82 out of 5 average rating, 278 reviews

The Pineapple Suite.Teal tropical home in Sarasota

This is a perfect space for a vacations, snowbirds, visiting professionals (desk and work station within home), or families looking for a home located in the center of Sarasota, Florida. Access everything you need in just a short ride: beaches, University Mall/UTC, hospitals, interstate, gyms, downtown, yoga, local hangouts, and really good food! [*Important note: For all communication, please use the Airbnb App. It is the fastest, most direct and effective way to reach us!]

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.

4.95 out of 5 average rating, 139 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!

Apartment in Gulf Gate Estates

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.

4.95 out of 5 average rating, 149 reviews

Modern Studio · 5 min from Siesta Beach

Stylish ground-floor studio designed for couples or solo travelers, just a 5-minute drive from world-famous Siesta Key Beach. A great choice if you’re looking for a calm, well-located space with thoughtful comfort. Pet-friendly stay – $10 one-time pet fee per booking, unlimited pets. An ideal base for beach days, local dining, or a relaxed Florida getaway. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

4.94 out of 5 average rating, 138 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

BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.

4.9 out of 5 average rating, 168 reviews

Near Siesta Key | Quiet, Family-Friendly, 3 Beds

Relax with the whole family or as a couple getaway at this peaceful, quiet home. Located just a short 12-15 minute drive from Siesta Key Beach, one of the most popular beaches in the world, along with excellent shopping and groceries only a few minutes away. Use our cozy place as a home base for all the best Sarasota has to offer on your trip.

Popular amenities for Sarasota Springs pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A private backyard features a heated saltwater pool surrounded by a spacious patio area. Sun loungers are arranged along the edge of the pool, while trees and shrubbery provide a sense of seclusion. Soft clouds drift in the blue sky above.

4.94 out of 5 average rating, 136 reviews

Coastal Getaway *With Bikes & NEW Saltwater Pool*

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, 105 reviews

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

An outdoor dining area features a large table set with plates and glasses, surrounded by seating. A pool is visible nearby, framed by lounge chairs under a covered patio with ceiling fans. The walls are painted in a vibrant blue, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 202 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

The exterior of a charming adobe-style home is highlighted, featuring a light blue facade and a decorative entrance. A pathway leads to the door, bordered by colorful plantings and a white picket fence. Tropical plants add to the serene ambiance of the front garden.

4.95 out of 5 average rating, 118 reviews

Casa de Zara| Downtown Sarasota- 5mi Lido Beach

4.89 out of 5 average rating, 143 reviews

Residence in Sarasota

4.92 out of 5 average rating, 136 reviews

A tranquil pool area features clear blue water surrounded by vibrant greenery. Two blue chairs are positioned nearby, offering a comfortable spot for relaxation. The landscape is dotted with palm trees, contributing to the serene outdoor setting.

Home in Arlington Park

Mid-Century Oasis with Pool in Arlington Park

4.89 out of 5 average rating, 61 reviews

Pet-Friendly Pool Oasis Near Siesta Key Beaches

The exterior of the home is shown, featuring a light-colored facade and a welcoming front door. A large oak tree provides shade over the driveway, while a spacious lawn is visible in the foreground. The two-car garage is accessible on the right.

4.96 out of 5 average rating, 67 reviews

Warm, Luxury Oasis in Central Sarasota

Pet-friendly home rentals with a pool

Apartment in Gulf Gate Estates

A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.

4.87 out of 5 average rating, 153 reviews

Heated Pool Apartment Near Siesta Key | 1BR

4.94 out of 5 average rating, 100 reviews

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.

Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.

4.94 out of 5 average rating, 108 reviews

Retreat by the Bay-Heated Saltwater Pool

An inviting backyard showcases a pool surrounded by a concrete patio, featuring lounge chairs and a grill. Lush greenery and tropical palms create a serene environment. A shaded area with colorful seating offers a space for relaxation, enhancing the outdoor experience.

4.94 out of 5 average rating, 18 reviews

Tropical Oasis: Poolside Getaway

A private pool with a clear blue surface reflects the sky, surrounded by a fence and several trees. A shaded gazebo is positioned nearby, with an air of relaxation. Pool accessories float gently on the water, inviting calm moments by the poolside.

4.87 out of 5 average rating, 45 reviews

Private Pool | 3BR Near Beaches

4.89 out of 5 average rating, 80 reviews

Sunny Pool Home/ Near Siesta Key / Private Oasis

A tranquil pool area features a curvy shape with clear blue water. A pink inflatable flamingo floats on the surface. Surrounding the pool, gray stone tiles create a sleek patio, with two lounge chairs positioned nearby, all set against a backdrop of tall green palm trees.

4.91 out of 5 average rating, 35 reviews

Suncoast Ranch SRQ Pool House

A spacious seating area features comfortable chairs surrounding a modern fire table. A clear view of the salt water heated pool is available through large glass doors. Outdoor furniture is positioned beside the pool, with lush greenery visible in the background.

5.0 out of 5 average rating, 56 reviews

Sunshine House- Sarasota Pool Retreat

Private, pet-friendly home rentals

Guest house in Sarasota Springs

A spacious outdoor patio area is surrounded by lush palm trees, featuring a dining table and chairs beneath a pergola. A grill is present nearby, and the yard is lined with decorative stones, providing a serene setting for relaxation during sunset.

5.0 out of 5 average rating, 37 reviews

Tropical Paradise Guesthouse-Private Backyard

A spacious living area is enhanced by a soft colour palette and contemporary furnishings. Two dark sofas are positioned around a light wooden coffee table, with a large TV mounted on the wall. A dining space with a table for four is visible, along with a ceiling fan and decorative lighting.

4.98 out of 5 average rating, 42 reviews

3BR Oasis•Water View•2TV•Beach•Fenced•Pets OK

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.

4.92 out of 5 average rating, 64 reviews

Sunshine Bungalow

5.0 out of 5 average rating, 31 reviews

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.

Flat in Sarasota

Botanical Bungalow at THE BAY

A charming blue cottage is framed by lush greenery and garden decorations. The front porch features white railings and inviting seating, while a well-maintained path leads to the entrance. Bright flowers and decorative elements create a welcoming atmosphere in the landscaped yard.

4.81 out of 5 average rating, 47 reviews

Blue Beach House in Sarasota!

4.71 out of 5 average rating, 7 reviews

Tropical Oasis | Private Pool | FULLY Remodeled

5.0 out of 5 average rating, 11 reviews

Prescott Pearl | 3BR/3BA | Sleeps 8 | Pet Friendly

A screened-in pool area features a tranquil body of water, surrounded by plants and illuminated pathways. Two blue pool loungers are positioned on the water's edge, inviting relaxation. A privacy fence is visible, providing a secluded atmosphere.