Vacation Condo Rentals By Owner In Sarasota, FL

Sienna Park | Ground-Floor Unit | Dine Al FrescobrbrExperience the best of Florida’s Suncoast at this Sarasota vacation rental. This airy 2-bed, 1-bath condo features a bright interior and all the essentials for a seamless stay, including a full kitchen and in-unit laundry. Chase the sunset at St. Armands Circle or enjoy a delicious meal on your private patio. With community pool access and a prime location near top-rated beaches, your seaside escape starts here!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 2 twin bedsbr- Living Room: 1 full sleeper sofabrbrCOMMUNITY AMENITIESbr- Outdoor poolbr- Lounge seating & outdoor diningbr- Gazebo w/ picnic tablesbrbrCONDO LIVINGbr- Smart TVbr- Dining table, breakfast barbr- Private fenced patio, outdoor diningbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee maker, electric kettlebr- Blender, toaster, microwavebr- Cooking basics, dishware & flatwarebrbrFAQbr- Quiet hours (11:00 PM-8:00 AM)brbrGENERALbr- Free WiFibr- Central A/C & heating, ceiling fansbr- Washer, dryer, laundry detergent, iron & boardbr- Linens & towelsbr- Complimentary toiletries, hair dryer, hangersbrbrACCESSIBILITYbr- 1 small step to enterbr- Single-story unit (ground-floor condo)brbrPARKINGbr- Community parking lot (1 vehicle)brbr-- THE LOCATION --brbr- Prime Sarasota location with easy access to shopping, arts & sparkling Gulf watersbr- 4 miles to Siesta Key Beachbr- 6 miles to Sarasota Art Museumbr- 7 miles to Marie Selby Botanical Gardens Downtown Sarasotabr- 8 miles to The Bay Parkbr- 10 miles to St. Armands Circlebr- 11 miles to Sarasota Bradenton International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- Pet friendly w/ $80 fee (+ fees & taxes, dogs and cats only, 1 pet max)br- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 11:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story unit requires 1 small step to access

4 Mi to Siesta Key Beach: Condo w/ Private Patio

Sarasota, Florida, United States

Bed

Bath

Sleeps

$182.5

Peaceful PineconebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFully renovated comfort and a convenient location close to great golf, beaches, and attractions make this the ideal choice for an escape to the Suncoast! You'll love the condo's updated interior showcasing vaulted ceilings, new flooring, and modern furnishings. The community's on-site pool, hot tub, and tennis courts let you enjoy year-round sunny days while staying close to home. Indulge in relaxing walks under the community's shade trees and observe the resident sandhill cranes that frequent the cul-de-sac. When you are ready to explore, you'll be within easy reach of Sarasotaa's best recreation and entertainment offerings. Serenoa Golf Golf Club is only eight miles away while the historic cultural and archaeological site of Spanish Point is within a three-mile drive. The 18.5-mile, multi-use Legacy Trail is accessible two miles away. South Siesta Key is less than five miles away.brbrAt home, enjoy breezy outdoor living on the screened lanai, or lounge inside while streaming shows and movies on the living room smart TV. Stainless steel kitchen appliances and ample counter space make planning and preparing home-cooked meals easy. Additional perks include central air-conditioning, free WiFi, and a private washer/dryer.brbrThings to KnowbrCheck-in time: 4:00 pm.brCheck-out time: 10:00 am.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 pm to 8 am.brNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Renovated condo near golf with on-site pool, hot tub, tennis, & private lanai

Sarasota, Florida, United States

Bed

Bath

4

Sleeps

$340.26

Experience relaxed island living in this 2-bedroom, 2-bathroom fully furnished rental condo located on the 7th floor with beautiful beach and Gulf views. This well-maintained unit is fully furnished and fully equipped, offering a comfortable and convenient home away from home. Enjoy stunning sunsets, gentle gulf breezes, and elevated coastal views from this desirable floor.brbrThis beachfront property offers direct beach access and an impressive range of amenities, including a heated pool, secured building access, tennis and pickleball courts, a fitness center, gas BBQ grills, and reserved parking. Perfectly situated on Siesta Key, the condo is just a short walk to Siesta Village, where you’ll find shopping, dining, and vibrant entertainment. Ideal for a seasonal or extended stay, this rental combines comfort, location, and resort-style amenities for the ultimate island getaway.

2 Bedroom, 2 Bath Beach & Gulfside Condo

Sarasota, Florida, United States

Bed

Bath

Sleeps

$177.6

Explore Sarasota, where the sunset on the most beautiful beach in the world always arrives on time and it's only 6 minutes drive from the condo. This secon floor apartment is 2,5 miles from the beach, 768 square feet, has 1 bedroom with a huge king bed and 1 bathroom, there is a queen size sleeper sofa in the living room, fully comfortably brand new furnished and fully equipped kitchen. You can use the condominium’s heated pool or take a walk to the shops and restaurants located within a minute.

The Perfect Shiny Condo

Sarasota, Florida, United States

Bed

Bath

Sleeps

$230.21

** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26br and April/10/27 through December/10/27** Please contact our Office for assistance.brbrbrImagine waking up to breathtaking full Gulf of Mexico views from your private screened in lanai, living room, and bedroom, unhindered by any obstructions. Kick back and enjoy the evenings gazing at the spectacular sunsets over Siesta Key Beach. This one bedroom, one bath top-floor unit provides tranquility and is fully furnished with a modern coastal vibe. brbrWith a king bed in the bedroom, and a sofa sleeper in the living room, this unit sleeps up to 4 people. The full kitchen and dining area is convenient for enjoying a night in and to make your stay relaxing. The living room has a wall mounted smart tv and the unit has private Wi-Fi - perfect for work or play.brbrHitting the beach No need to pack your beach gear - we've got you covered! This unit is equipped with beach chairs, umbrellas, beach towels, and a rolling cooler. Just head across the street to brthe world-famous #1 rated Siesta Key beach with beautiful powdery quartz crystal sand ready for you to sink your toes into.brbrTake a 20-minute stroll to Siesta Key Village or catch the convenience of the Siesta Breeze trolley located right in front of the building. With the free trolley (every 20 minutes) you can ride over to Siesta Key Village - which has numerous restaurants, bars, specialty shops and more! brbrYour perfect vacation awaits you here on Siesta Key!

Condo# 403 Siesta Key- Gulf View

Sarasota, Florida, United States

Bed

Bath

Sleeps

$138.63

Explore the charm of sunny Sarasota with a getaway to this coastal condo! Boasting 2 bedrooms, 1.5 baths, and a private balcony, this vacation rental is an ideal home base for exploring nearby beaches, unique attractions, and local eateries. When you aren't lounging by the community pool, head out to explore Siesta Key Village, sunbathe on the sands of Lido Key Beach, or cool off with an ice cream cone at Big Olaf Creamery! This condo is perfect for your next beach escape in the Sunshine State!brbr-- THE PROPERTY --brbrPool Access | Free WiFi | On-Site LaundrybrbrSunshine, sand, and relaxation await at this Sarasota condo complete with a well-appointed interior and a location near beaches, dining hotspots, and local attractions like the Mote Marine Laboratory & Aquarium.brbrBedroom 1: King Bed | Bedroom 2: Queen BedbrbrOUTDOOR LIVING: Private balcony, screened-in porch, community poolbrINDOOR LIVING: Flat-screen TV, leather sofa, beach decorbrKITCHEN: Fully equipped, dishwasher, drip coffee maker, microwave, refrigerator, stove/ovenbrGENERAL: Air conditioning, suitable for children, suitable for elderlybrFAQ: Pet fee (paid pre-trip)brPARKING: Community parking (2 vehicles), no covered parkingbrbr-- THE LOCATION --brbrBEACHES + PARKS: Crescent Beach (3.3 miles), Siesta Key Beach (3.7 miles), Oscar Scherer State Park (8.2 miles), Lido Key Beach (10.2 miles), Venice Beach (14.6 miles), Manatee Public Beach (25.2 miles)brTHINGS TO DO: Siesta Key Village (3.3 miles), St Armands Circle Shops (9.1 miles), The John and Mable Ringling Museum of Art (10.1 miles), Mote Marine Laboratory & Aquarium (10.5 miles), brDINING: Daiquiri Deck South Siesta Key (2.0 miles), Big Olaf Creamery (4.7 miles), Siesta Key Oyster Bar (4.7 miles), The Old Salty Dog Siesta Key (5.0 miles), brAIRPORT: Sarasota-Bradenton International Airport (10.5 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, 1 dog max)br- No events, parties or large gatherings br- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required at check-in

Condo w/ Pool Access < 4 Miles to Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$278.56

RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, whitest sand beach in the world.” This new resort features modern decor, mixed with the youthful attitude of this world-famous destination, making this chic resort one of the most desired accommodations on Siesta Key. Decorated using clean lines and bright colors, all while remaining inviting and engaging, this resort includes all that is signature to Southwest Florida. Each unit features a full-size kitchen, large flat-screen TV, modern decor, Avonite countertops, and top-of-the-line Four Seasons.brbrbrbrYour vacation in Southwest Florida doesn’t stop there; Siesta Key is the perfect spot for a young family or the young-at-heart. This barrier island is energized – with plenty of Frisbee throwing, volleyball, jogging, beachside tennis, biking and picnicking. The Siesta Village offers a spirited combination of different sides of Sarasota, from candlelit dining to beach boutiques and cool daiquiris. Best of all, you can laze away the afternoon and partake in a “siesta” in the sun, either swaying on your favorite raft above the gentle waves or on the beach near the lapping shoreline. For luxurious accommodations on Siesta Key, the only choice is The Beach Club.brbrbrbrAccommodations: The Beach Club at Siesta Key offers studio, one- or two-bedroom units, just steps from the beautiful beaches. Relax by the heated community pool or stroll through nearby Siesta Key Village, where cuisine and entertainment take on an island flair.brbrbrbrUnit #110D Features: 1-bedroom, 1-bathroom unit in building D which faces the community poolbrbrbrbrBedding: 1 Queen, Sleeper SofabrbrbrbrBeach Access: The Beach Club at Siesta Key offers convenient beach access to the world-famous Siesta Key sand just across the street from our property. Access is steps away thru a shared community gate; the code to the gate is provided upon arrival. For those looking to experience more - the Siesta Key public beach is a short 2 mile drive from the resort and includes a snack bar, tennis courts, a playground, picnic and grilling areas, a weekly drum circle and more.brbrbrbrResort Features: Beach Access Footsteps Away, Heated Swimming Pool, Hot Tub, On-site Office, Private or Community Patios, Complimentary Wireless Internet Access, Full-size Kitchens, Avonite Countertops, Stainless Steel Appliances, LCD Flat-Screen TV's, Private Washer/Dryer, Ideal Siesta Key LocationbrbrbrbrHousekeeping Note: This resort is a self-service environment, however daily maid service is available upon request for an additional fee.

Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA

Sarasota, Florida, United States

Bed

Bath

Sleeps

$302.01

RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, whitest sand beach in the world.” This new resort features modern decor, mixed with the youthful attitude of this world-famous destination, making this chic resort one of the most desired accommodations on Siesta Key. Decorated using clean lines and bright colors, all while remaining inviting and engaging, this resort includes all that is signature to Southwest Florida. Each unit features a full-size kitchen, large flat-screen TV, modern decor, Avonite countertops, and top-of-the-line Four Seasons.brbrbrbrYour vacation in Southwest Florida doesn’t stop there; Siesta Key is the perfect spot for a young family or the young-at-heart. This barrier island is energized – with plenty of Frisbee throwing, volleyball, jogging, beachside tennis, biking and picnicking. The Siesta Village offers a spirited combination of different sides of Sarasota, from candlelit dining to beach boutiques and cool daiquiris. Best of all, you can laze away the afternoon and partake in a “siesta” in the sun, either swaying on your favorite raft above the gentle waves or on the beach near the lapping shoreline. For luxurious accommodations on Siesta Key, the only choice is The Beach Club.brbrbrbrAccommodations: The Beach Club at Siesta Key offers studio, one- or two-bedroom units, just steps from the beautiful beaches. Relax by the heated community pool or stroll through nearby Siesta Key Village, where cuisine and entertainment take on an island flair.brbrbrbrUnit #103E Features: 2-bedroom, 2-bathroom unit in building E with a shared patio areabrbrbrbrBedding: 1 King, 1 Queen, Sleeper SofabrbrbrbrBeach Access: The Beach Club at Siesta Key offers convenient beach access to the world-famous Siesta Key sand just across the street from our property. Access is steps away thru a shared community gate; the code to the gate is provided upon arrival. For those looking to experience more - the Siesta Key public beach is a short 2 mile drive from the resort and includes a snack bar, tennis courts, a playground, picnic and grilling areas, a weekly drum circle and more.brbrbrbrResort Features: Beach Access Footsteps Away, Heated Swimming Pool, Hot Tub, On-site Office, Private or Community Patios, Complimentary Wireless Internet Access, Full-size Kitchens, Avonite Countertops, Stainless Steel Appliances, LCD Flat-Screen TV's, Private Washer/Dryer, Ideal Siesta Key LocationbrbrbrbrHousekeeping Note: This resort is a self-service environment, however daily maid service is available upon request for an additional fee.

Beach Days, Home Nights 2BR w/ Kitchen-Beach Club at Siesta Key #103E by RVA

Sarasota, Florida, United States

Bed

Bath

Sleeps

$267.86

Unit 102B at The Beach Club at Siesta Key | 1-Bedroom Luxury Vacation Rental Near Siesta Key BeachbrbrWelcome to Unit 102B at The Beach Club at Siesta Key, a 1-bedroom, 1-bath luxury vacation rental located just steps from the world-famous Siesta Key Beach, home to the whitest, quartz-crystal sand in the world and stunning turquoise Gulf of Mexico waters. This ground-level unit in Building B offers a comfortable and stylish retreat in one of the most desirable Siesta Key resorts.brbrPrime Siesta Key Location - Unit 102B is ideally positioned near the beach with easy community beach access directly across the street, making it perfect for guests seeking a walk-to-the-beach Siesta Key rental. Located close to Siesta Key Village, this unit places you minutes from restaurants, boutique shopping, nightlife, and island entertainment, all while maintaining a peaceful resort atmosphere.brbrUnit 102B Interior Features - Designed with modern coastal style, Unit 102B features bright, clean lines and inviting décor inspired by Southwest Florida beach living. This 1-bedroom Siesta Key condo includes:br• King-size bed in the private bedroombr• Sleeper sofa for additional guestsbr• Full-size kitchen with Avonite countertopsbr• Stainless steel appliancesbr• Large LCD flat-screen TVbr• Contemporary furnishings with Four Seasons–inspired finishesbr• Private washer and dryerbr• Complimentary high-speed wireless internetbr• Shared patio area ideal for relaxing after a day at the beachbrbrBeach Access & Outdoor Living - Guests of Unit 102B at The Beach Club at Siesta Key enjoy convenient beach access to the iconic Siesta Key shoreline just steps away through a secure community gate (access code provided at arrival).brFor a full beach-day experience, Siesta Key Public Beach is only a 2-mile drive and features:br• Snack bar and concessionsbr• Tennis courts and playgroundbr• Picnic and grilling areasbr• Weekly Siesta Key Drum Circlebr• Expansive beachfront perfect for sunbathing and water activitiesbr• Resort Amenities at The Beach Club at Siesta KeybrbrStaying in Unit 102B includes access to premium resort features:br• Heated swimming poolbr• Relaxing hot tubbr• On-site management officebr• Private and community patiosbr• Beach access footsteps awaybr• Full-size kitchens in all unitsbr• Prime central Siesta Key locationbr• Ideal for Couples & Small FamiliesbrbrUnit 102B is ideal for couples, snowbirds, or small families looking for a Siesta Key beachfront-style vacation rental with modern comforts, walkable beach access, and proximity to everything Siesta Key has to offer.brbrThe Beach Club at Siesta Key is a self-service resort. Daily housekeeping services are available upon request for an additional fee.

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$96.4

Located in Sarasota, enjoy what this 1-bedroom condo has to offer. This welcoming property is a 2nd floor condo unit in The Meadows, with a lanai overlooking the 10th fairway on Highlands Golf Course. The condo is newly professionally decorated to serve as your beach home away from home. The Meadows is a highly sought after community in Sarasota, minutes from downtown and the beaches. brbrThe unit comes with one designated and covered parking space, a small storage room, pool access, and other amenities. The location of this fully furnished condo is a very short walk to The Meadows Clubhouse, and includes a washer/dryer, smart TV, cable and WiFi.brbrWhether you're looking for a place to golf, swim, shop or do absolutely nothing at all - 4515 Longwater Chase is waiting for you!

Beautiful 1-bedroom condo in The Meadows, minutes from the beach, golf, shopping

Sarasota, Florida, United States

Bed

Bath

Sleeps

$132.78

Relax and enjoy your stay at this newly remodeled, resort like, 1 bedroom 1 bath Serenata Sarasota condo. Use the walking path in this gated community to guide you to the beautiful pool with concrete deck, tennis courts, 24 hour fitness center and clubhouse which includes a library, pool table and lounge. Sit on the screened lunai for morning coffee or a glass of wine at night viewing the lighted fountain. This condo comes fully furnished including a king sized bed, queen sized sofa bed perfect for extra guests or children, TV, walk-in closet and washer and dryer. New stainless-steel appliances are ready for use. Additional conveniences include beach necessities, towels, coolers and umbrellas, and games. brbr Conveniently located near Sarasota Airport and several amazing beaches including Siesta Key, Lido Beach, Turtle Beach, and Ana Maria Island. With just a short drive you could spend everyday at a different beach. Need some time out of the sun head to the UTC Mall or St Armands CIrcle for shopping, dining and entertainment. Grocery shop at opportune Publix and Detweiller's Market. Nearby entertainment includes kayaking in the mangrove trees, boating, golf courses, art galleries, museums, theaters, Selby Botanical Gardens and Sarasota Jungle Gardens. End a perfect day with a beautiful Florida sunset!Owner prefers long term Rentals .

Resort like 1 BR 1st floor condo, great for a relaxing getaway. close to beaches

Sarasota, Florida, United States

Bed

Bath

Sleeps

$268.42

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Kingston Arms 1st Floor Cottage! brbr brbrCome 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. brbr brbrLOCATION HIGHLIGHTS: brbr- Heated communal pool brbr- Walk to St. Armand’s Circle for high-end shopping, upscale dining, and nightly live entertainment brbr- Just a few minutes walk to North Lido Beach & Park brbr- Just west of Downtown Sarasota across the Ringling Bridge brbr- Easy access to beaches, restaurants, nightlife, and nearby Longboat Key brbr brbrPROPERTY FEATURES: brbr- 2 Bedroom/ 2 bathroom ground floor condo brbr- Private screened lanai brbr- Two ensuite bedrooms brbr- Communal laundry room (no private laundry) brbr- Assigned covered parking for one car brbr- Towels and linens provided brbr- Keyless entry, self check in brbr brbrLIVING ROOM: brbr- Corner sofa and two cushioned chairs brbr- Sony Smart TV (no cable services) brbr- Access to screened lanai via double stacked sliding door brbr- Open, airy space with sea salt breezes and natural light brbr brbrKITCHEN AND DINING: brbr- Open, large kitchen with huge island seating 4 brbr- Cabinets stocked with dishes, glasses, pots, and pans brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Bedroom: King bed, Smart TV, walk-in closet, en-suite bath, black-out curtains brbr- Second Bedroom: Queen bed with lounger, desk with chair, Smart TV, en-suite bath brbr- Master ensuite bathroom: solid stone vanity, soaker tub, and tiled tub/shower combo brbr- Guest ensuite bathroom: new vanity with tiled walk-in shower brbr brbrEXTRA PERKS: brbr- Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbr- St Armand's: Columbia, Daquiri Deck, Crab and Fin, Cha Cha Coconuts brbr- Shopping: Alvin's Island, Beach Bazaar, Foxy Lady brbr brbrIMPORTANT INFO: brbr- No pets, no smoking or vaping inside or near windows/doors brbr- Parking restrictions for special vehicles: no boats, motorcycles, trailers, jet skis, kayaks, golf carts, oversized or commercial vehicles allowed brbr- No cable services brbr- Communal laundry room will be closed starting May 11, 2026 for about 10 days for repairs. brbr brbrRESERVE YOUR LIDO KEY ESCAPE TODAY AND ENJOY STUNNING SUNSETS AND SOFT, SANDY BEACHES JUST STEPS FROM YOUR DOOR!brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Eclectic Cottage Condo Steps to Lido Beach & St. Armand's, Heated Pool, Spa, & Parking Included!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$123.81

Prime Location! Just 5 Minutes to SIESTA BEACH!brbrStay in one of the world’s top beach destinations! This beautifully updated, fully furnished 2-bedroom, 2-bathroom condo is ideally located in the heart of Sarasota, perfect for a relaxing getaway. Nestled in a peaceful community, enjoy access to a pool, on-site laundry, and everything needed for your ideal vacation.brbrStart your day with a coffee or end it with cocktails on the screened balcony—a private retreat where you can unwind in comfort. The condo includes a new A/C system, high-speed Wi-Fi, two Smart TVs, and ceiling fans in each room to ensure a pleasant stay.brbrConvenience is right outside your door! A short walk takes you to Gulf Gate, offering some of Sarasota’s best dining, shopping, and entertainment, as well as a nearby food market for all your essentials. For the outdoor enthusiast, the scenic Legacy Trail is only 5 miles away, providing a 12.5-mile paved route perfect for biking and walking.brbrPlease note: No pets allowed. Available exclusively as a vacation rental.brbrBook now to experience the best of Sarasota!

Cozy Two-Bed Retreat!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$207.93

Welcome to Tranquil Waters! Professionally managed by Gulf Coast Vacation Rentals.This breathtaking second-floor 2-bedroom, 2-bathroom lakefront condo is located in the highly established Heritage Oaks Golf and Country Club. Nuzzled in nature, this tropical lakefront condo is the perfect location for you and your family to make memories that will last a lifetime!brbrHeritage Oaks Golf and Country Club have resort-style amenities galore! The 18,000-square-foot Clubhouse is genuinely the social center of the Club. It's a gathering place for the best of times to be enjoyed with neighbors, friends, and family. There is a state-of-the-art fitness center with a community pool and spa. Check out the 19th Hole grille for a more formal dining experience. The community is filled with 25 lakes!brbrThis condo has a private staircase leading up to the condo. There is also a set of chairs on the front patio. Upon entering the condo, you will find a light and airy atmosphere. You have unobstructed views of the gorgeous lake from the living room and the kitchen. The living room has two plush couches, two adjoining day chairs, and a Smart TV. The patio offers a true escape, with fantastic lake views with outdoor seating for four. The formal dining room has a gorgeous chandelier and can accommodate up to six comfortably. Adjacent is the kitchen which has stainless steel appliances and beautiful granite countertops. The informal dining room is the perfect spot for breakfast, with views of the lakes in every direction. The table can accommodate up to four.brbrThe primary bedroom has two full-size beds, cable TV, and plenty of dresser space. Attached is the primary bathroom, which has a large vanity with a giant walk-in shower. The second bedroom has a full-size bed and a twin-size bed with plenty of closet space. The second bathroom has a shower/tub combo.brbrTake some time and make sure to stop by Tee Side Patio Café for food located just minutes from the condo, this little gem of a restaurant is the perfect pit stop for quick lunch.brbrThis condo boasts unobstructed views of the lake and is the perfect vacation home for you and your family to truly adventure!brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrSorry, no pets, no exception per HOA.

Magnificent 2 BR Lakefront Condo in Heritage Oaks - Tranquil Waters

Sarasota, Florida, United States

Bed

Bath

Sleeps

$192.03

Welcome to Aloha House, your tropical escape nestled in the heart of Siesta Key! Professionally managed by Gulf Coast Vacation Rentals, this charming 2-bedroom, 1-bathroom condo is your perfect retreat for a relaxing getaway on one of Florida's most beautiful islands.brbrStep inside and feel at home in this inviting space. The fully-equipped kitchen, with its gleaming granite countertops, stylish backsplash, stainless steel appliances, and convenient coffee bar, makes it easy to whip up delicious meals or enjoy a fresh brew before a day of adventure. The open living room is a cozy haven, offering stunning water views—perfect for unwinding after a beach day.brbrSlide open the doors to your private screened-in patio, where you can enjoy Florida's refreshing breeze. It's the ideal spot to sip your morning coffee or unwind with an evening cocktail while soaking in the tranquil atmosphere.brbrThe primary bedroom, decorated with coastal charm, features a queen-size bed, a flat-screen TV, and plenty of closet space to make you feel right at home. The second bedroom offers a comfortable full-size bed and ample storage. The bathroom is modern and luxurious, with soft towels, premium toiletries, and a unique showerhead that will help you relax and recharge.brbrBeyond the condo, the Bay Oaks Community offers endless amenities for fun and relaxation. Dive into the heated pool, challenge your friends to tennis or basketball, or simply lounge under the Florida sun. And of course, you're just moments from the world-famous Siesta Key Beach, known for its powdery white sand and crystal-clear waters—perfect for swimming, sunbathing, or a sunset stroll along the shoreline. Siesta Key Village is minutes away, offering a variety of shops, dining options and nightlife.brbrAloha House is your gateway to paradise—book your stay and experience the magic of Siesta Key!brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.

Waterfront Living - A few steps from Siesta Key Beach - Aloha House

Sarasota, Florida, United States

Bed

Bath

Sleeps

$125.71

This 2-bedroom apartment is perfect for your escape to Sarasota. Featuring two queen beds, it offers a comfortable and restful stay for guests. The space includes two bathrooms, each equipped with a shower and a hair dryer for convenience. Guests enjoy a superb indoor climate with both air conditioning and heating. Whether you’re relaxing after a day of exploring or getting ready for a night out, this gorgeous apartment provides everything you need. You’re sure to make fantastic memories with a stay at our place.

Central City Condominiums #203 2BR/2BA

Sarasota, Florida, United States

Bed

Bath

6

Sleeps

$110.4

***AVAILABLE NOW THRU AUGUST, 2024*** First floor 3 bedroom 2 bath. Condo is set up for a 2 bed 2 bath with den. Wait till you see grounds. This gated community is huge...Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping.

Pelican Cove Condominium GR104

Sarasota, Florida, United States

Bed

Bath

Sleeps

$163.65

Welcome to Enjoy Sarasota! Professionally managed by Gulf Coast Vacation Rentals. This stunning 1-bedroom, 1.5-bathroom condo located on the fourth floor of The Strand in Sarasota, Florida. With a prime location just, minutes away from Downtown Sarasota, this condo is the perfect choice for those who want to experience the best of city living.brbrAs you step into this beautiful condo, you'll be immediately struck by the natural light that floods the space through the sliding glass doors, overlooking the community pool and clubhouse. The open-plan living area is perfect for entertaining guests or simply relaxing after a long day. There is a cozy couch and a Smart TV. The modern kitchen features high-end appliances, ample counter space, and plenty of cabinet space.brbrThe spacious bedroom is a tranquil retreat, with large windows that offers plenty of natural light. The attached bathroom features a spacious shower/tub combo and sleek modern fixtures, while the additional half-bathroom is perfect for guests.brbrGuests of The Strand enjoy a range of luxury amenities, including a fitness center, a resort style pool and spa, a gated community, a firepit, and a kayak launch. With its prime location near Downtown Sarasota, you'll have easy access to world-class dining, shopping, and entertainment options.brbrDon't miss this incredible opportunity to live in one of Sarasota's most sought-after neighborhoods.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.brbrYour reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.

1 BR Condo Downtown Sarasota - Close to beaches - Enjoy Sarasota

Sarasota, Florida, United States

Bed

Bath

Sleeps

$636.28

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Siesta Breakers with Ocean Views, 5th Floor! brbr brbrCome 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. brbr brbrRECENT UPGRADES brbrWe take guest feedback seriously! At the end of 2025, this unit has been recently updated with two major, top-of-the-line enhancements: brbr- New Flooring: Both bedrooms now feature top-rated, easy-to-clean tile flooring (replacing all carpet mentioned in older reviews). brbr- New Blinds: All five windows are fitted with top-of-the-line blinds for a crisp, clean look and better light control (replacing previous blinds mentioned in older reviews). brbr brbrLOCATION HIGHLIGHTS: brbr- Gated complex with private beach access brbr- Heated Gulf-facing swimming pool brbr- Two lighted tennis courts with BBQ grills nearby brbr- Assigned covered parking brbr- Clubhouse, outdoor showers, and luggage carts available brbr- Walking distance to local shops and cafes or hop on the free island shuttle brbr brbrPROPERTY FEATURES: brbr- 2 Bedroom/ 2 bathroom condo (1265 sq ft) brbr- 5th floor unit with elevator access brbr- Private full-size washer/dryer brbr- Dedicated Wi-Fi and cable included brbr brbrLIVING ROOM: brbr- Comfy L shaped couch brbr- Big screen TV with cable brbr- Access to screened private balcony with views of the water brbr brbrKITCHEN AND DINING: brbr- Fully stocked, with stainless steel dishwasher and fridge brbr- Dining table seats 4 with 3 additional seats at the breakfast bar brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom: King bed, with access to screened balcony, water view, TV brbr- Guest bedroom: two twin beds, TV brbr- Master ensuite bathroom: double vanity, tiled walk-in shower brbr- Guest bathroom: tub/shower combo brbr brbrIMPORTANT BUILDING UPDATE: brbr-Concrete restoration work in this South building is currently ongoing. The project, led by RL James, will repair spalling and rebar damage caused by age and coastal conditions. Please note there will be noise, vibration, and some disruption during this time—thank you for your patience and cooperation as we work to preserve our community. brbr brbrEXTRA PERKS: brbr- Complimentary beach items: a couple of beach chairs, a beach umbrella, and beach towels brbr brbrLOCAL FAVORITES: brbr- Restaurants: Big Water Fish Market, Captain Curt’s Fish & Oyster Bar, Daquiri Deck, Mangos brbr- Dessert: Siesta Creamery, Orange Octopus brbr brbrIMPORTANT INFO: brbr- No pets, no smoking brbr- Weekly rental brbr- No parties allowed brbr- Parking restrictions: no boats, trailers, trucks, large vehicles, commercial vehicles, golf carts, jet skis allowed brbr brbrBOOK YOUR STAY SOON! EVERYTHING YOU NEED FOR A CAREFREE BEACH VACATION IS RIGHT HERE!brbrIMPORTANT COMPLEX UPDATES: brbrThe complex has pest control service the first Wednesday of every month.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Ocean Views from Screened Lanai, Private Beach, Heated Pool, Tennis, Parking - enjoy luxury living!

Sarasota, Florida, United States

Bed