2 Bedroom Vacation Rentals in Sarasota, FL

Your Ultimate Beach Escape on Lido Key, Florida — Steps from the Sand & St. Armands Circle NEWLY RENOVATED!!! Ready for the ultimate Lido Beach getaway? This charming unit offers the perfect launchpad for your Florida adventures, delivering incredible access to all the Lido Key magic! Step inside to a comfortable haven designed for relaxed beach living. You'll find a king-size bed in the primary bedroom for peaceful nights, and a queen-size bed in the second bedroom, providing ample space for your group. The living room features a smart TV and a cozy seating area with a sleeper sofa, whil.......

3.0 Star Review

2 Bedrooms - 1 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Welcome to paradise! - Beautifully updated 2-bedroom, 2-bath condo - Remodeled bathrooms and new wood laminate floors - Hurricane windows for safety and ocean views - Heated pool and grilling area for outdoor enjoyment - Freshly painted interior with modern fixtures - Perfect blend of seclusion and convenience - Indulge in the epitome of coastal living with this impeccably updated 2-bedroom, 2-bathroom condo nestled alongside the stunning shores of Crescent Beach. Welcome to paradise! This beautifully updated and tastefully furnished 2 bedroom, 2 bath condo is just steps away from Crescent Bea.......

4.6 Star Review

Welcome to your exclusive coastal retreat! - 2-bedroom, 2-bathroom condo steps from Crescent Beach - Freshly painted interiors with chic fixtures - Heated pool and grilling area for year-round relaxation - Panoramic ocean views through hurricane windows - Perfect blend of privacy and convenience Your exclusive slice of paradise! Embrace the tranquility, revel in the luxury, and make unforgettable memories in this coastal haven. Your dream vacation starts here! Welcome to your exclusive coastal retreat! This 2-bedroom, 2-bathroom condo, mere steps from Crescent Beach, embodies pure paradise. Ma.......

4.8 Star Review

Welcome to your Siesta Key getaway! - Beautiful 2-bedroom, 2-bath condo for 6 guests - Renovated in May 2022 with modern finishes - Shared pool and hot tub for relaxation - Enclosed lanai with seating and Florida breeze - Fully equipped kitchen with new appliances - Essentials for families, including a pack ‘n play - Beach gear provided for your convenience - Short walk to Crescent Beach and local dining Once you parked you don't need to drive again. Perfectly located on Siesta Key, this beautiful 2-bedroom, 2-bath condo will surround you with everything Sarasota has to offer. Featuring s.......

4.9 Star Review

. Welcome to Siesta Sands Beach Resort 4th Floor with Elevator! This gorgeous south-end Siesta Key condo sits on the Gulf of Mexico in a gated complex with private beach access and two heated pools. Enjoy endless beach activities—swim, build sandcastles, rent jet skis, or relax under an umbrella with a good book. Take in stunning sunsets, collect seashells, or simply lounge poolside for the ultimate coastal getaway. LOCATION HIGHLIGHTS: - South end of Siesta Key, on the Gulf of Mexico - Gated beachfront complex with private beach access & shower - Easy access via South Siesta Key Bridge -.......

4.9 Star Review

. Welcome to your Lido Key Coastal Retreat! Discover the perfect blend of relaxation and convenience in the heart of Lido Key. This bright, elevated 2-bedroom duplex offers the ultimate Florida location: just a 6-minute stroll (0.3 mi) to the sand and sunsets of Lido Beach and a 7-minute walk (0.4 mi) to the world-class dining and shopping of St. Armand’s Circle. LOCATION HIGHLIGHTS - Beach & Pool: Steps from Lido Beach and the Lido Pool Pavilion, featuring a heated public lap pool and beachside concessions. - St. Armand’s Circle: Walk to over 130 boutiques, galleries, and award-winn.......

4.9 Star Review

. Charming Lido Beach Retreat – Walk to Beach & St. Armand’s Circle! Escape to this beautifully updated 2-bedroom, 2-bath duplex in the heart of Lido Key, just minutes from Lido Beach (0.3 miles) and St. Armand’s Circle (0.4 miles). This modern home combines comfort, style, and convenience for the perfect beach getaway. This modern duplex offers the perfect blend of comfort, location, and style. Important to note: the property is elevated, with a flight of stairs leading to the front door. LOCATION HIGHLIGHTS: - Heart of Lido Key, Sarasota, Florida - 0.3 miles (6-minute walk) to.......

4.8 Star Review

. Welcome to Sunrise Cove! Accurately named, SUNRISE COVE offers incredible BAY sunrises morning after morning. This beautifully and recently updated two bedroom, 2 bath condo on the 3rd floor has gorgeous intracoastal water views and is only a 5 minute walk across the street to Turtle Beach. LOCATION HIGHLIGHTS: - Third-floor condo with stunning intracoastal water views - Just a 5-minute walk across the street to Turtle Beach - Short 10-minute drive or shuttle ride to Siesta Key Village shops, restaurants, cafes, and nightlife PROPERTY FEATURES: - Recently updated 2-bedroom, 2-bath condo (109.......

5.0 Star Review

. Welcome to Bay Tree Club Beach Side! Enjoy a 5-star stay at Bay Tree Club, a premier beach property on the south end of Siesta Key. This top-floor condo features two beautifully furnished bedrooms with ensuite baths, stunning Gulf views, and private beach access to both the Gulf of Mexico and Turtle Beach. Relax with sea breezes and spectacular scenery in one of Sarasota’s most desirable locations. LOCATION HIGHLIGHTS: - Located at Bay Tree Club on the south end of Siesta Key - Private beach on the Gulf of Mexico with direct access to Turtle Beach - Two communal pools and fishing pier -.......

5.0 Star Review

. Welcome to Kingston Arms 1st Floor! Simply paradise! This coveted end unit in Kingston Arms on Lido Key is just steps from St. Armand’s Circle and a few blocks from the pristine white sands of Lido Beach. Enjoy upscale shopping, dining, and nightly entertainment nearby, while still having a peaceful retreat surrounded by the clear, gentle waters of the Gulf of Mexico. LOCATION HIGHLIGHTS: - Walk to St. Armand’s Circle for high-end shopping, upscale dining, and nightly live entertainment - Just a few minutes walk to North Lido Beach & Park - Heated communal pool, - Just west of Down.......

4.9 Star Review

. WELCOME TO HOUSE OF THE SUN ON SIESTA KEY Experience the gold standard of island living at House of The Sun. Perched directly on the Gulf on the peaceful south end of Siesta Key, this second-floor retreat offers the perfect blend of modern luxury and classic beach fun. From the marble-clad rain shower to the "peek-a-boo" ocean views from your private balcony, every inch of this condo is designed for your relaxation. RESORT-STYLE AMENITIES - Beachfront Living: Step out of the complex and directly onto your private stretch of Siesta Key’s world-famous sands. - Gulf-Side Pool: Enjoy a dip .......

4.7 Star Review

. Welcome to Hyland Hills at Heritage Oaks! Experience championship golf and tennis in a private gated community where you vacation like a member! Play on an 18-hole course redesigned by Ron Garl, enjoy practice facilities, weekly tournaments, and expert-led clinics, or hit the newly surfaced clay tennis courts with pro-led drills and leagues. Book today for the ultimate active getaway. See below for more info! LOCATION HIGHLIGHTS: - Private gated community just east of I-75 in Sarasota - 25 minutes to Siesta Key Beach, 20 minutes to Lido Key Beaches - Audubon-certified natural area spanning 5.......

4.8 Star Review

. WELCOME TO THE BEACH CLUB AT SIESTA KEY Experience the best of Siesta Key at The Beach Club, just steps from world-famous Crescent Beach with private gated access. Whether you’re here to relax by the Gulf, build sandcastles with family, or explore the vibrant local scene, this condo offers the perfect blend of comfort and convenience. LOCATION HIGHLIGHTS - Private gated access to Crescent Beach (shared with neighboring complexes) - Complimentary beach chairs and umbrellas on a first come, first served basis - Guest can set up in any unflagged area on the beach (close to the water line) .......

4.8 Star Review

. Welcome to Kingston Arms 2nd Floor, Walk to Beach and St. Armand's! Simply paradise! This coveted end unit in Kingston Arms on Lido Key is just steps from St. Armand’s Circle and a short stroll from the pristine white sands of Lido Beach. Enjoy upscale shopping, dining, and nightly entertainment nearby, while still having a peaceful retreat surrounded by the clear, gentle waters of the Gulf. Just cross the Ringling Bridge and you’re in Downtown Sarasota, where dining, theater, and nightlife are at your fingertips. LOCATION HIGHLIGHTS: - Heated communal pool - Walk to St. Armandâ€.......

4.9 Star Review

. Welcome to Island Reef - Bayside With Private Beach! This beautiful 2-bedroom, 2-king suite unit in Island Reef on Siesta Key’s south end offers a private beach experience just across the street. Enjoy luxurious resort amenities including two heated pools, tennis/pickleball courts, docks, and a fishing pier, all with stunning Gulf and bay views. Watch incredible daily sunrises and sunsets for the ultimate relaxing getaway. Great monthly rental that allows you to bring your dog along! LOCATION HIGHLIGHTS: - South end of Siesta Key with private beach access just across the street - Stunni.......

5.0 Star Review

2 Bedrooms - 2 Baths - Sleeps 4
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

. Welcome Yellow Pine Villa! Relax in a spacious, updated 2-bedroom villa just minutes from Siesta Key’s world-famous beaches. Nestled in a peaceful community surrounded by ponds, palms, and lush greenery, Yellow Pine Villa offers the perfect balance of resort-style amenities and a convenient Sarasota location. Crescent Beach Access #12 is only 3.7 miles away, and the heated community pool and spa are just steps from your door. LOCATION HIGHLIGHTS: - Heated community pool and tennis courts - Shuffleboard, practice putting green, and tanning deck - Access to community clubhouse with billia.......

4.9 Star Review

. Welcome to Siesta Breakers on Crescent Beach! Escape to paradise on Siesta Key! This beautifully updated 2-bedroom, 2-bath condo at Siesta Breakers Beach Resort offers everything you need for a perfect Florida vacation. Nestled in a gated community with private access to Crescent Beach’s powdery white sand, this condo provides breathtaking Gulf and pool views, resort-style amenities, and a location that’s walking distance to shops, cafes, and activities. Whether you’re looking for relaxation or adventure, this condo is your gateway to an unforgettable stay. LOCATION HIGHLIGHTS.......

5.0 Star Review

. WELCOME TO THE BEACH CLUB AT SIESTA KEY Experience the best of Siesta Key at The Beach Club, just steps from world-famous Crescent Beach with private gated access. Whether you’re here to soak up the sun, enjoy powdery white sand, or take in unforgettable Gulf sunsets, this newly renovated condo offers the perfect setting for your beach getaway. LOCATION HIGHLIGHTS - Private gated access to Crescent Beach (shared with neighboring complexes) - Heated community pool with lush landscaping - Walking distance to restaurants, cafés, ice cream shops, and local boutiques - 10 minutes to Siest.......

4.7 Star Review

. Welcome to Siesta Breakers with Ocean Views, 5th Floor! Come stay in Siesta Breakers Beach Resort on Siesta Key's Crescent Beach for your next beach getaway! Siesta Breakers gated complex is on the beach, providing you with a private reserved beach area on famous Crescent Beach. RECENT UPGRADES We take guest feedback seriously! At the end of 2025, this unit has been recently updated with two major, top-of-the-line enhancements: - New Flooring: Both bedrooms now feature top-rated, easy-to-clean tile flooring (replacing all carpet mentioned in older reviews). - New Blinds: All five windows are.......

5.0 Star Review

. Welcome to Yellow Pine Duplex Close to Pool! Book your next getaway in this newly renovated 2-bedroom villa just minutes from Siesta Key’s world-famous beaches. Located on the south side of Sarasota, this single-story duplex combines comfort, convenience, and resort-style amenities. Crescent Beach Access #12 is only 3.7 miles away, and the community’s heated pool and spa are just steps from your door. LOCATION HIGHLIGHTS: - Heated community pool and tennis courts - Shuffleboard, practice putting green, and tanning deck - Access to community clubhouse with billiards, library, and so.......

5.0 Star Review

. Experience the best of Siesta Key at The Beach Club, just steps from world-famous Crescent Beach with private gated access. Whether you’re here to relax by the Gulf, build sandcastles with family, or explore the vibrant local scene, this condo offers the perfect blend of comfort and convenience. LOCATION HIGHLIGHTS - Private gated access to Crescent Beach (shared with neighboring complexes) - Complimentary beach chairs and umbrellas on a first come, first served basis - Guest can set up in any unflagged area on the beach (close to the water line) - Heated community pool with plenty of l.......

4.9 Star Review

. Book your next beach vacation at Vista Hermosa in this gorgeous, updated 2-bedroom, 2-bath condo. Located on the 3rd floor with an elevator and no condo above you, this bright and comfortable unit is just a 6–7 minute walk to Public Beach Access #12 and #13 on Crescent Beach. Enjoy the ideal vacation spot on the southern side of Siesta Key, with restaurants, bars, ice cream shops, lunch spots, convenience stores, groceries, and specialty shops all nearby. Siesta Key Village is about a 10-minute drive or an easy ride on the free trolley. Vista Hermosa Condo Highlights Master Bedroom -Kin.......

5.0 Star Review

. Welcome to Lulu’s Crescent Cottage #2~ Book this charming duplex on Siesta Key just a 5-minute walk from Crescent Beach. This updated retreat offers everything you need for a fabulous stay, plus a shared heated dipping pool. Whether you prefer relaxing on the soft white sands or filling your days with beach runs, jet skis, or fishing, your perfect getaway is waiting! LOCATION HIGHLIGHTS: - Located on Siesta Key, just a 5-minute walk to Crescent Beach Access #13 - Walkable to local favorites like Toasted Mango Café (8 minutes) and Big Water Fish Market (shorter walk) - Quick trolley r.......

5.0 Star Review

2 Bedrooms - 2 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

. Welcome Lulu's Crescent Cottage #1! Your perfect Siesta Key getaway awaits at LuLu’s Crescent, a charming standalone newly renovated duplex cottage just a 5-minute walk to Crescent Beach. This updated retreat features everything you need plus a shared heated dipping pool with the neighboring cottage. Relax under an umbrella, stroll the beach, or enjoy water adventures—paradise is waiting! LOCATION HIGHLIGHTS: - Located on Siesta Key, just a 5-minute walk to Crescent Beach Access #13 - Walkable to local favorites like Toasted Mango Café (8 minutes) and Big Water Fish Market (shor.......

5.0 Star Review

2 Bedrooms - 2 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

. Welcome to Kingston Arms 1st Floor Cottage! Come enjoy paradise! Newly renovated and furnished! Kingston Arms on Lido Key puts you just steps from the Gulf and St. Armand’s Circle, with its upscale shops, dining, and nightly entertainment. Enjoy the perfect balance of beach walks, nearby restaurants, and shopping, all while staying in a peaceful, convenient location just west of Downtown Sarasota. LOCATION HIGHLIGHTS: - Heated communal pool - Walk to St. Armand’s Circle for high-end shopping, upscale dining, and nightly live entertainment - Just a few minutes walk to North Lido Bea.......

4.7 Star Review

. Welcome to Private Home 2 Miles from Siesta Key! This newly renovated 2-bedroom, 2-bath private home in Sarasota is perfectly located just 2.2 miles from Crescent Beach (access #12) and close to local favorites like Captain Curt's Sniki Tiki and Jake’s Ice Cream. Enjoy modern comforts, a single-car garage, and ample driveway parking for extra vehicles or a trailer/RV. Perfect for a relaxing beach getaway with everything you need at your fingertips! LOCATION HIGHLIGHTS: - 2.2 miles to Crescent Beach, Access #12 - 3.7 miles to Siesta Key Beach & Pavilion - 2.2 miles to Captain Curt’s.......

5.0 Star Review

Winter booking available. Ritz Carlton GOLD membership included. Enjoy convenience to Ritz managed amenities as you step off your private balcony "walk-down" onto the fire-pit and pool deck. This is the only condo in the entire building with this convenient feature. The building is premium as a Ritz Carlton-managed property! This like-new condo residence offers Travertine floors in the spacious main living areas. The Kitchen is designed for a true gourmet including a gas stove top. This beautiful home features motorized window treatments, a gas range, oven, an island, 1100 square foot terrace .......

0.0 Star Review

Experience coastal paradise in this beachfront 2 BR condo on Siesta Key. - Stunning Gulf views - Modern kitchen with cooking essentials - Bright living area with comfy seating - Beachfront balcony with couch - Resort-style amenities including pool and tennis courts - Free parking and self check-in via smart lock - Fresh bedding and towels provided - Ideal for short or long-term stays in a true coastal paradise. Experience the ultimate coastal getaway at this beachfront 2-bedroom condo on Siesta Key. With stunning Gulf views and just a short walk to Turtle Beach, this property offers a perfect .......

4.8 Star Review

Unwind in this luxury newly constructed & fully furnished 2BR Sarasota Retreat, steps from the Gulf. Featuring a queen bed, 2 twin beds, and sofa bed for cozy & comfortable stays. Enjoy the sleek bathroom, top-tier appliances, and fine finishes. Stay comfortable with WiFi, AC, In-Unit Washer/Dryer, Gourmet Kitchen and more. The perfect spot for savoring Sarasota’s coastal charm in upscale comfort. Your dream getaway awaits!

*Ask about booking our side by side units for more Family Fun!*

Other things to note
New Construction & Fully Furnished.......

0.0 Star Review

This is a charming and luminous condo of 958 sq. ft. fully furnished with great taste. It will be perfect to enjoy your stay in Sarasota with an amazing water view! It features 1 bedroom, 1 den (a bedroom without a window), 1.5 bathroom, kitchen, and cozy living room with large sliding doors to the terrace. On the third floor of the brand new luxury residence (with an elevator). ★Living Area: Next you will find the very luminous living room. Large sliding windows let the light in and you can enjoy the beautiful view on the water and the bay to your left with the beautiful sunset! It featu.......

5.0 Star Review

2 Bedrooms - 1 Baths - Sleeps 4
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Enjoy your Sarasota stay in this newly furnished corner unit on the 4th floor of The Strand in building B. It offers 1359 sq. ft. + 149 sq. ft. of terrace, with a relaxing pool view! It has 2 spacious bedrooms, 2 modern bathrooms, a fully equipped kitchen, and a spacious living room with 2 sliding doors to the inviting terrace. ★Pool: Residents and guests can enjoy the communal pool ★Boat Slip: Thinking of renting or bringing a boat? You’re in luck! This condo offers exclusive access to a private boat slip complete with a lift—available for just $500/month or can be rented .......

5.0 Star Review

Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedroom, one den and two FULL bathrooms. Enjoy amenities such as a heated outdoor pool, spa, fitness center, kayak launch, two communal barbecues, elevator access, and secure community entry—all just a short drive from downtown Sarasota. Relax on your balcony overlooking the serene Whitaker Bayou. We have taken great care to ensure that you have everything you need to feel at home during your stay. ★Living Area: The living area, located down the hallway, features a desk .......

5.0 Star Review

Experience Salt & Sol, a refined coastal sanctuary designed for effortless elegance. Featuring a rare ground-floor layout with step-free entry, this residence is perfectly positioned within walking distance to the boutique shops and local dining of the Key. It balances a high-end aesthetic with intentional, guest-centric amenities tailored for a sophisticated beach lifestyle. - Dual King Suites: Two primary-sized bedrooms featuring king beds and premium linens for a restful, elevated Salt & Sol stay. - Boutique Accessibility: A seamless ground-floor experience featuring a fully tiled walk-in s.......

5.0 Star Review

Timberwood Villa #183 Your Tranquil Sarasota Retreat Awaits! Welcome to Timberwood Villa, a peaceful hideaway nestled in a lush, resort-style community where nature, comfort, and convenience come together. Village Des Pins is a charming neighborhood set in a peaceful, park-like environment surrounded by lakes and pine trees. The community features an oversized heated pool, Jacuzzi, two lighted tennis courts, a basketball court, shuffleboard, a putting green, and a picnic area with grills. Whether you're planning beach days, cultural adventures, or simply relaxing in a serene setting, Timberwoo.......

0.0 Star Review

Spanish Pine Villa #210 A Serene Sarasota Escape Surrounded by Nature Welcome to Spanish Pine Villa, a peaceful retreat tucked within a lush, resort-style community in Sarasota. This charming villa offers a relaxed coastal lifestyle where comfort meets convenience, making it the perfect home base for your Florida getaway. Village Des Pins is a charming neighborhood set in a peaceful, park-like environment surrounded by lakes and pine trees. The community features an oversized heated pool, Jacuzzi, two lighted tennis courts, a basketball court, shuffleboard, a putting green, and a picnic area w.......

0.0 Star Review

** NEW LISTING** Escape to this relaxing Siesta Key vacation home with a private heated pool, just minutes from the world-famous quartz sand of Siesta Key Beach and the restaurants, bars, and shops of Siesta Village. Perfect for families, couples, or small groups, this comfortable 2-bedroom, 2-bath Sarasota retreat sleeps up to 6 guests and offers the ideal mix of beach access, privacy, and convenience. Spend your days exploring the Gulf Coast, then return home to relax in your private backyard pool, fenced dog-friendly yard, and outdoor grilling area. Whether you're here for beach days, boati.......

0.0 Star Review

2 Bedrooms - 2 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed

Escape to our charming 2BR condo on Siesta Key with stunning Gulf views! Perfect for families, this retreat comfortably fits 4. Enjoy resort-style amenities like a pool, and water access. Features fast Wi-Fi, a full kitchen, and a private balcony. Just a short walk to Turtle Beach and a quick drive to Siesta Key Village. Your ideal coastal getaway awaits! Welcome to your relaxing retreat on Siesta Key! This beautiful 2-bedroom condo offers a perfect blend of resort-style living and coastal comfort, ideal for both short and long-term stays. Step inside to a bright, open-concept living area with.......

0.0 Star Review

There is so much to do, you’ll need at least a week at this centrally-located condo. Enjoy the day at the pool or a sunset stroll along the dock where dolphins and manatees have been spotted! Walking distance to several restaurants.
Minutes to destination by car:
Van Wezel Preforming Arts Hall (4)
The Bay Park (4)
Rosemary District (5)
The Airport (6)
St. Armands Circle (10)
Lido Beach (11)
Longboat Key Beach (15)
My favorite grocery store Detwiler’s (15)
University Town Center (20)

Other things to note
I have a.......

5.0 Star Review

Escape to this beach inspired bungalow with a fully equipped kitchen and a fenced yard to relax in the sunny outdoors. Only 10 minutes to Siesta Key Beach! Enjoy the Sarasota beaches, museums, parks and downtown Sarasota, all just minutes away. Centrally located to grocery stores and restaurants. From coastal decor to comfortable beds, every part of your experience was thoughtfully curated by the owners to allow you to sit back, so feel free to put your feet up and relax at Barefoot Bungalow,

The space
Upon entering the home you will find an open concept area including t.......

5.0 Star Review

2 Bedrooms - 2 Baths - Sleeps 6
Sarasota Vacation Rental

Pet Friendly - Pets Allowed