House vacation rentals in Sarasota

A quaint cottage features a vibrant red door, framed by lush greenery and colorful plants. The path leading to the entrance is bordered by neatly arranged brick landscaping, enhancing the inviting entrance to the home.

4.98 out of 5 average rating, 148 reviews

The Sweet Spot! Walk to DT & Free Trolley to Beach

Looking for the Sweet Spot in Sarasota? Look no further! This artistically updated cottage, nestled in the quiet, historic downtown neighborhood of Laurel Park is a just a short walking distance to some of the best downtown dining, shopping, arts venues and the renowned Selby Gardens. Take the free Breeze Trolley to Siesta Key and Lido beach. Relax in the private outdoor courtyard. It's is the perfect place for a couple's getaway, a family vacation, or a long term stay. So book now and welcome!

4.98 out of 5 average rating, 138 reviews

A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.

Home in South Sarasota

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

5 out of 5 average rating, 5 reviews

Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool

Welcome to Sapphire Shores Muse, a stylish, fully-furnished retreat perfect for 30+ day stays. Located minutes from Siesta Key and downtown Sarasota, this upscale home offers a private pool, shaded lounge, and outdoor dining—ideal for unwinding after work. Inside, enjoy a chef’s kitchen, smart TVs, fast Wi-Fi, and serene bedrooms with luxe linens. Perfect for corporate stays, traveling nurses, snowbirds, local renovations and relocations. Experience Sarasota in comfort and style—book now!

A distinctive triangular structure features large glass windows, showcasing vibrant lighting from within. The exterior is surrounded by landscaped greenery and decorative white stones, enhancing the inviting appearance. Palm trees and a tidy paved driveway contribute to the overall charm and unique architectural design.

4.95 out of 5 average rating, 242 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

4.98 out of 5 average rating, 113 reviews

Pool, Shuffleboard, EV charg, Near beach, UTC mall

Welcome to Vistalodgings Vista Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.

4.96 out of 5 average rating, 136 reviews

Luxury Pool Family Oasis-Siesta Beach Beac-3BR/2BA

Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into a luxurious experience the minute you arrive. Located on a lush quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

Home in Downtown Sarasota

4.95 out of 5 average rating, 64 reviews

Serenity Springs | Private Heated Pool + Waterfall

BNB Breeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments from the picturesque beaches! This home is Fully Loaded with awesome amenities. - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Whole home Water filtration system - Rooftop Perch (the Best sunsets) - Outdoor Dining and Sitting Areas - Outdoor Ping Pong Table - Breville Espresso Machine + Syrups - 2 Stunning floors of stylish design

4.95 out of 5 average rating, 193 reviews

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

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, 133 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!

5 out of 5 average rating, 29 reviews

Near Siesta Key | Palm-Lit Nights, Pool & Spa

Summer at Magnolia House Sarasota feels easy from the moment you arrive. Just 3 miles to Siesta Key Beach, this private, palm-lined retreat is thoughtfully hosted by owner Jen and designed for relaxed stays. ✔ Heated pool + spa ✔ Palm-lit lanai for evening swims + soaks ✔ Blaze grill + alfresco dining ✔ Extensive beach amenities ✔ Private wing primary suite with King Tempur-Pedic ✔ Infinity gaming table ✔ West of Trail near dining + downtown

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, 116 reviews

Casa de Zara| Downtown Sarasota- 5mi Lido Beach

Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 with a serene garden filled with plants and trees native to Florida. You will be 1 mile from Main St. and 4 miles to Lido Key. One block over you will find a fun filled park with tennis and pickle ball courts, a walking path and basketball courts. Less than a mile away is Bayfront Park which is perfect for watching sunsets!

4.98 out of 5 average rating, 116 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Popular amenities for Sarasota house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.82 out of 5 average rating, 17 reviews

A private pool area is showcased within a screened enclosure, featuring clear waters and sun loungers. Colorful umbrellas in red and green provide shade, while tall palm plants are arranged around the space. The adjacent home showcases large windows, offering views of the inviting outdoor area.

Home in Arlington Park

Sarasota's Luxury Oasis

4.97 out of 5 average rating, 33 reviews

Downtown Tropical Getaway w/ heated pool

The outdoor space features a private heated pool surrounded by a spacious patio made of pavers. A floating chipping green is positioned near the pool, with sun loungers arranged for relaxation. A shaded dining area is also visible, perfect for outdoor meals.

4.97 out of 5 average rating, 60 reviews

Palm Breeze Luxury•Heated Pool -Great for Families

5 out of 5 average rating, 16 reviews

Modern 4bd | Heated Pool | Hot Tub + Studio Suite!

4.97 out of 5 average rating, 33 reviews

Home in Siesta Key

Luxury Canal-Front Home + Heated Pool Near Beach

4.94 out of 5 average rating, 35 reviews

Home in Arlington Park

Modern Home Heated Pool near Siesta & Downtown

4.95 out of 5 average rating, 57 reviews

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Arlington Park

Private Heated Pool Retreat for Two Families

4.93 out of 5 average rating, 87 reviews

A private pool area is surrounded by a well-maintained yard featuring palm trees. Four lounge chairs are positioned near the pool, which is characterized by clear turquoise water. A white fence provides privacy around the space, enhancing the tranquil outdoor setting.

Home in Sarasota Springs

The Coral Cottage-heated pool, Siesta beach 15 min

Weekly house rentals

5 out of 5 average rating, 14 reviews

An aerial view captures the beachfront location of the property, showing lush greenery surrounding the home with the Gulf of Mexico in the background. The sandy beach stretches along the coastline, and a clear blue sky adds to the serene coastal environment.

Home in Englewood

Luxury Beachfront Property

Superhost

5 out of 5 average rating, 4 reviews

Sarasota Sands Retreat/Pool

5 out of 5 average rating, 6 reviews

Luxury 3B/3B waterfront home w/ pool + boat access

The spacious backyard features a heated pool illuminated with purple lighting, surrounded by lounge chairs and umbrellas. A dining table for eight sits nearby, with a cozy fire pit area providing evening ambiance. Pool floats are present, enhancing recreational options.

4.98 out of 5 average rating, 42 reviews

Luxe Oasis Near Beach and Downtown, Heated Pool

An open living area features a light-colored seating arrangement, including two armchairs and a sofa, with a wooden coffee table at the center. A wall-mounted TV is visible, and a dining area with a table and chairs is located nearby. Natural light enters through sliding glass doors.

5 out of 5 average rating, 43 reviews

Cozy Getaway Home near Siesta Key Beach

5 out of 5 average rating, 7 reviews

Home in Englewood

Gulf Front Escape + Beach Access

4.97 out of 5 average rating, 33 reviews

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

Home in Gulf Gate Estates

The exterior of a charming cottage is framed by a white fence and lush greenery. A welcoming archway leads to a porch adorned with large windows, offering glimpses of the intricate woodwork and vibrant flowering plants that enhance the entrance.

4.96 out of 5 average rating, 49 reviews

The Ashton Retreat

Private house rentals

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 out of 5 average rating, 96 reviews

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

Home in Downtown Sarasota

The Master Suite features a spacious bed with a headboard, accompanied by two bedside lamps and minimalist decor. A cozy bench is positioned at the foot of the bed. Natural light brightens the space, which includes an ensuite bathroom with a walk-in shower visible in the background.

5 out of 5 average rating, 47 reviews

Coastal Contemporary Pool Home

4.88 out of 5 average rating, 8 reviews

Home in Holmes Beach

Black Pearl! NEW! Block and half to Beach!

5 out of 5 average rating, 18 reviews

Home in Arcadia

Manoir Folie à Deux - Tuscan Countryside

5 out of 5 average rating, 12 reviews

Sarasota. Firepit & Patio. Near Siesta Key.

5 out of 5 average rating, 9 reviews

Home in Saint Armands

Luxe Oasis In St. Armands Circle with Private Pool

A spacious outdoor seating area features comfortable rattan furniture arranged around a round table. Soft cushions and patterned throws add a cozy touch, while sheer curtains gently sway. A backdrop of lush greenery enhances the tranquil atmosphere of this inviting space.

4.96 out of 5 average rating, 25 reviews

House of Peace oasis,heated pool, pool table, fire

An open living area features a comfortable seating arrangement, including a sofa and armchairs. A medium-sized table is situated in front of the sofa, with a flat-screen television mounted on the wall. An adjacent kitchen, highlighted by a large island with two bar stools, is visible.