Vacation Condo Rentals By Owner In Sarasota, FL

321 Canal Rd - Your perfect Siesta Key vacation awaits. This charming 2/2, downstairs unit is located in the equally charming Siesta Village. Enjoy the private backyard pool area with a hammock, BBQ and a Tiki Bar with plenty of seating for everyone. 321 and 323 can be rented together as a perfect home for a larger group or family. Check availability or call to see if they are both available for your vacation.brbrBedroom 1-1 King Bed (Sleeps 2)brBedroom 2-2 Twin Beds (Sleeps 2)brbrTHE SIESTA BEACH RENTALS ADVANTAGE brbrAll photos, calendar dates, and rates on this website are 100% accurate. All of our homes include cable TV, Wi-Fi, quality linens, beach towels, chairs and umbrellas. Our kitchens are stocked and include pots, pans, plates, silverware, glasses, coffee mugs and other items. The unit is supplied with some basic household needs (starter roll of toilet paper and paper towel one garbage bag). SBR does not supply toiletries, hair dryer, iron or ironing boards during your stay. brbrWe make it easy to stay with us! Drive straight to your rental and access the home with your unique lock code. We will send you detailed check-in instructions 48 hours prior to arrival, and we are available 24 hours a day with live help should you require it. brbrSiesta Beach Rentals follows local/state tax rules. Each reservation includes applicable taxes and fees.brbr*Taxes & Fees not included.br*Check In / Check Out-Strictly Saturday to Saturday during Prime season. Call directly to negotiate options during Summer and Winter seasons.br*Prime Season rates may apply for certain holidays.

Pet Friendly Condo with Pool, a Block from Siesta Key Village, 3 Blocks to Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$363.22

THE BEACH IS CALLING AND I MUST GO!!brbrElevate your Siesta Key experience with breath-taking Gulf views as far as your eyes can see from the comfort of your beautifully furnished condo. We invite you to come stay with us in the Crescent Arms South Tower (601S) located directly on the #1 famous Crescent Beach.brbrThis condo is a FULL GULF FRONT. You can view the water/beach from every room in the condo! Step out onto the lanai from both bedrooms as well as from the living/dining area. Enjoy the beach from sun up ‘til sundown with activities like walking, swimming, running, sunning, volleyball, kayaking, boating, fishing, and snorkeling.brbrWhen you have had enough sun, surf, and sand, then come inside and relax with your favorite beverage, and watch the breathtaking sunset from your fully screened lanai.brbrThe kitchen has granite countertops and is fully furnished. There are two bedrooms and two full bathrooms. The master bedroom has a KING size bed and the guest room has TWO FULL beds. There is a flat screen TV in each bedroom and free WIFI access. All linens and beach towels are supplied. brbrRECREATE, RELAX AND REJUVENATE….ISLAND STYLE!!

BEAUTY ON THE BEACH! FULL GULF VIEW!!!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$243.94

Condo in beautiful Lido Towers. Heated pool, Hot tub, Private beach access, Next to Ritz Carlton Beach club & famous Tiki bar, short walk to St. Armand's circle for wonderful restaurants & shopping. Short drive to downtown Sarasota.brOne month minimum (per condo association). No partial month bookings (i.e. Jan 15 through Feb 16) for the months of Jan, Feb, & Mar. Any 30 day and greater booking for these months must include the entire month. Prospective guests are required to fill out a rental application with a fee of $100 payable (nonrefundable) to the association. Please allow 2 weeks for processing of application.

Lido Key condo w-private beach access

Sarasota, Florida, United States

1

Bed

1

Bath

4

Sleeps

$174.27

Wake up to sweeping bay views at this 2BR/2BA bayside condo at Siesta Harbor, just north of the Stickney Point Bridge. Set in a desirable 55+ boating community, this third-floor retreat offers panoramic Intracoastal scenery, deeded beach access across the street on Crescent Beach, and walkable convenience to South Village shops and dining.brbrWhy You’ll Love Itbr• Panoramic Intracoastal Waterway views from the third floorbr• Bayside location with deeded private beach access across the streetbr• Prime spot for boaters with community docks and open water accessbr• Watch dolphins, manatees, and boats glide by from the lanaibr• Walk to South Village shops, dining, and island favoritesbrbrSleeping Arrangementsbr• Primary Suite – King bed – ensuite bath with rainfall showerbr• Guest Bedroom – Queen Murphy bedbr• Sleeps up to 4 comfortablybrbrOutdoor Highlightsbr• Heated bayside pool and spabr• Community boat docks with direct Intracoastal accessbr• Shuffleboard courts and waterfront seating areasbr• BBQ grills for outdoor diningbrbrInterior Comfortsbr• Bright, open living space with bay viewsbr• Enclosed lanai/sunroom with panoramic water scenerybr• Cable TV and Wi-Fibr• Elevator building plus convenient open-air stairwell accessbrbrKitchen & Diningbr• Fully stocked kitchenbr• Breakfast bar seating for twobr• Ideal setup for extended stays and seasonal livingbrbrIncluded Home Essentialsbr• Beach cart, beach chairs, and umbrellabr• Linens, towels, and starter supplies providedbrbrNeighborhood Perksbr• Bayside Siesta Key location just north of Stickney Point Bridgebr• Walking distance to South Village restaurants and boutiquesbr• Easy access on and off the islandbr• Free Breeze Trolley stops nearbybrbrAccess & Parkingbr• Designated covered parking (1 vehicle)br• Elevator access or nearby open-air stairwellbr• Monthly-stay friendly layoutbrbrIMPORTANT INFObr• 55+ community – main renter must be 55 or olderbr• Children allowed as guests only – limited stay rules applybr• Adult swim hours: 3–5 PM (no children permitted)br• No children allowed in the hot tub per HOA rulesbr• Monthly minimum stay requiredbr• Winter stays must arrive on the 1st and depart on the last day of the monthbr• Two-week HOA approval required prior to arrivalbr• Parking limited to 1 vehicle – no boats, trailers, motorcycles, jet skis, oversized, or commercial vehiclesbr• HOA application fee covered for first two married occupants; additional guests incur extra feesbr• International renters subject to an additional HOA processing feebrbrBook now with Gulf Coast Vacations — locally rooted, expertly managed, and ready to host your Siesta Key escape.

Siesta Harbor 2BR – 55+ Pool, Hot Tub & Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$477.36

**New Images & Video Coming Soon Featuring 2026 Remodel** brbrYou deserve the kind of convenience our condo offers; don't waste your time dealing with parking hassles, slow elevators, and slippery stairs. brbrCompletely remodeled, featuring beautiful & bright modern open kitchen, new bathrooms with custom tile showers, and washer & dryer. This condo has a great Florida vacation vibe with a family friendly layout. Unlike most properties on the island, this condo is ground level making it super convenient to walk in/out. There are (3) Smart TVs with Direct TV subscriptions or use your favorite app. The kitchen is fully furnished with amenities of home. There are (2) full bathrooms, including a master bath in the back bedroom. The spacious master bedroom features a King bed and reading chair plus very large closet augmented by a large dresser unit. The front bedroom has (2) Queen beds and features a closet and a large dresser unit. Our condo has updated hurricane doors and windows, which are nearly soundproof allowing you to sleep peacefully. brbrThis condo has a south-facing walk-out patio that receives incredible amounts of sun year round. The sun is never blocked by nearby high-rises. The space surrounding the patio is referred to as a 'garden setting' and offers seclusion and privacy that units near pools and heavy-traffic walkways do not. The patio is protected from the wind too. On cool or breezy days our patio will feel 10-20 degrees warmer than the beach. We have (4) swivel rocking chairs, table, and umbrella for relaxing/dining/remotely working experiences. There is a very large stainless outdoor gas grill located nearby and (2) more at the beach for your use.brbrThe property is on the Gulf side of the island -- no need to cross any streets or deal with parking hassles. You have an easy walk through the garden to the beach (~5 mins). There are also (3) pools on the property. The closest pool is usually the warmest. brbrYou will love the convenient parking directly at the door of the unit. No need to haul luggage and groceries up stairs or bother with elevators. The condo includes parking space for two small vehicles or one large SUV/truck. brbrDigital door lock (no carrying keys) plus Wi-FibrbrThe condo is equipped with beach gear (can vary by season). We have private folding chairs, a beach umbrella(s), boogie boards, foam pool floats, toys, and a awesome beach wagon to haul everything around. Please rinse them off and return them to the condo daily and once your stay concludes so future guests also can enjoy them.brbrOur family has been coming to Siesta Key for over 40 years and owned this condo since 2000. It is a great place to relax and enjoy the sunshine. The nearby Siesta Village offers good food and entertainment. The island has a free trolley-bus system enabling you to shop, dine, sight-see easily. There are also 'free' taxis where drivers work for tips, making getting around remarkably simple. brbrIf you would like to rent but need a special consideration, please contact me as we are flexible to some extent. We accept alternate payments options as a service to guests to reduce fees.brbr**peak season rentals run Saturday to Saturday (late summer/fall check-in dates can vary). Must be 25 years old to rent per condo bi-laws**

Sunny Walk-out Patio, Spacious Master Suite, Washer-Dryer, ‘26 Remodel

Sarasota, Florida, United States

Bed

Bath

5

Sleeps

$77.73

Our newly-listed one bedroom condo is located in The Meadows community in Sarasota. Convenient to the beach, local food scene, shopping and more. This second-floor unit has all new furnishings. Make yourself at home, enjoy a stroll through the beautiful Meadows community, enjoy a round of golf at a variety of local courses or just relax!

Find your Zen! A peaceful, 1-bedroom condo, modern decor, convenient location!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$338.52

343 Canal Rd - Imagine sunning yourself by the best pool on Siesta Key. This downstairs, 2/2, unit is completely updated and has direct access to the pool area. Enjoy access to a hammock, BBQ and Tiki Bars with plenty of seating for everyone. 343 and 345 can be rented together as a perfect home for a larger group or family. Check availability or call to see if they are both available for your vacation.brbrBedroom 1-1 King Bed (Sleeps 2)brBedroom 2-2 Twin Beds (Sleeps 2)brbrTHE SIESTA BEACH RENTALS ADVANTAGE brbrAll photos, calendar dates, and rates on this website are 100% accurate. All of our homes include cable TV, Wi-Fi, quality linens, beach towels, chairs and umbrellas. Our kitchens are stocked and include pots, pans, plates, silverware, glasses, coffee mugs and other items. The unit is supplied with some basic household needs (starter roll of toilet paper and paper towel one garbage bag). SBR does not supply toiletries, hair dryer, iron or ironing boards during your stay. brbrWe make it easy to stay with us! Drive straight to your rental and access the home with your unique lock code. We will send you detailed check-in instructions 48 hours prior to arrival, and we are available 24 hours a day with live help should you require it. brbrSiesta Beach Rentals follows local/state tax rules. Each reservation includes applicable taxes and fees.brbr*Taxes & Fees not included.br*Check In / Check Out-Strictly Saturday to Saturday during Prime season. Call directly to negotiate options during Summer and Winter seasons.br*Prime Season rates may apply for certain holidays.

Centrally Located Condo with Amazing Pool a Block from SK Village, Pet Friendly

Sarasota, Florida, United States

Bed

Bath

Sleeps

$118.65

Welcome to this quaint condo in Sarasota. Enjoy staying in an excellent large one-bedroom retreat offering a cozy space perfect for relaxing after a day of exploring. Close to downtown Sarasota, museums, beaches, Lido Key, restaurants, the Mote Aquarium, golf and shopping! Floor to ceiling windows in front and back with two private patios. Spacious kitchen with new granite countertops and soaring ceilings. Whether you’re unwinding indoors or planning your next adventure, this enchanting condo provides a welcoming home base. Enjoy all that Sarasota has to offer when you stay at our place. Super close to everything! Take a spin on our cruiser bikes and enjoy Florida. Check in with owner regarding minimum stay.

Tropical Paradise close to Downtown Sarasota, Old Florida Style One Bedroom

Sarasota, Florida, United States

Bed

Bath

Sleeps

$157.24

Beautiful vacation villa located in the popular Village Des Pins complex, only a short drive to Siesta Key Beach, voted multiple times the #1 beach in the USA. This community has a large resort style pool, hot tub, 2 tennis courts, basketball court, and a putting green. There is a serene picnic area with a grill and also a clubhouse with a pool table. brbrMany restaurants and entertainment are in close proximity.brbrThere is all new furniture and décor in this villa. The master bedroom has a king bed, second bedroom has a queen bed. We have a single roll away bed and air mattress for extra sleeping. There is also a small chair that makes a sleeper for a young child also. Plenty of room for the entire family!brbrThere is a large television in the living room and a second TV in the master bedroom. We have given you all the comforts of home, including essentials such as shampoo, body wash, and other extras so you can pack light. There is a washer and dryer with all your detergent needs. We have beach chairs, putters and golf balls to use on the putting green, a cooler to take your food and drinks to the beach, and more!brbrThe front and back screened in porch and lanai make this unit special. You will love the privacy of the back lanai while sipping your morning coffee. brbrOwners are minutes away and always available to answer any questions.

Village Des Pins 2/2 Condo close to Siesta Key Beach!!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$227.62

Beautiful one bed one and a half bath condo on 5th floor with pool view and in unit laundry with all appliances. Centrally located close to SRQ airport, UTC mall, SMH hospital, walking distance to downtown, arts, museums and of course the beaches with kayak to launch by the bayou. The building comes with Electric charging stations, community pool, SPA, fitness center with internet, Kayak/paddle board,beach chairs,fire pit and parking. This unit does not come with a Boat Slip. Background check required by HOA

Charming 1-bedroom condo by the water

Sarasota, Florida, United States

Bed

Bath

Sleeps

$304.12

Summary:brDiscover the enchanting Siesta Key experience by staying in this stylish 2BR 2Bath condo whose relaxing design enhances your vacation. The search for a perfect getaway with an abundance of amenities, all conveniently located near fantastic dining, entertainment, beautiful beaches, and more, ends here.brbr✔ 2 Comfortable Bedrooms + Sofa Bedbr✔ Open Design Livingbr✔ Fully Equipped Kitchenbr✔ Balconybr✔ TVsbr✔ High-Speed Wi-Fibr✔ Community Amenities (Swimming Pool, Sports, BBQ, Parking)brbrLearn more below!brbrThe Space:brImmerse yourself in the relaxing, light-filled ambiance that flawlessly complements the modern design of this inviting condo. From room to room, you'll discover an array of contemporary amenities thoughtfully placed to enhance your stay.brbrThe open-concept living area is the heart of this retreat, creating the perfect setting for fun gatherings. The ample space and well-designed design guarantee that every moment spent here is enjoyable and memorable.brbrAs day turns to night and you seek a tranquil rest, you'll find it in two snug bedrooms that promise comfort and style, ensuring you wake up refreshed and ready to embark on your next thrilling Siesta Key adventure.brbrBut one of the most treasured features of this condo is the charming balcony. Step outside and savor the fresh air and lovely views of the pool area; this balcony is the ideal spot to unwind with a morning coffee, bask in the sun, or savor a glass of wine while the sun sets, casting a warm, golden glow over the mesmerizing vistas. brbr★ LIVING ROOMS ★brThe moment you enter the condo, you'll be drawn by the comforts of the living room, setting the scene for countless memorable evenings.brbr✔ Comfortable Sofa with Pillows (can be extended into an extra Queen-Size Bed)br✔ Smart TVbr✔ Cozy Sofa Chairs with Throw Blanketsbr✔ Coffee Tables and Reading Lampsbr✔ Access to the Balconybrbr★ KITCHEN & DINING ★brStock up on fresh ingredients, arrange them on the expansive countertops and the generous kitchen island, and use our culinary tools to craft delicious dishes for the entire party.brbr✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Coffee Makerbr✔ Hot Water Kettlebr✔ Refrigerator/Freezerbr✔ Dishwasherbr✔ Sink - Hot & Cold Waterbr✔ Traysbr✔ Glassesbr✔ Silverwarebr✔ Pots & PansbrbrWhat are you waiting for Set the table and serve those delicious meals for a tasty homemade feast for the entire family.brbr✔ Dining Table with Seating for 4br✔ Kitchen Bar with Seating for 3brbr★ SLEEPING ARRANGEMENTS – 2 BEDROOMS ★brMove around the condo to discover two inviting bedrooms, each thoughtfully adorned to provide the ultimate relaxation following a thrilling day at Siesta Beach.brbr♛ Master Bedroom: King-Size Bedbr♛ Bedroom 2: Two Twin Beds (can be set up as one King-Size Bed)brbrEvery bedroom comes furnished with a matching array of conveniences.brbr✔ Ensuite Bathrooms br✔ Premium Pillows, Linens, and Sheetsbr✔ Flat-Screen TVsbr✔ Closets with Hangers and Shelvesbr✔ Dressers with Spacious Drawersbr✔ Safety Deposit Boxbr✔ Night Stands with Reading Lampsbrbr★ BATHROOMS ★brBoth bedrooms boast relaxing ensuite bathrooms stocked with clean towels and essential toiletries for maximum comfort and convenience.brbr✔ Walk-In Showerbr✔ Vanity (Double in the Master Bath)br✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Hair Dryerbr✔ Essential Toiletriesbrbr★ BALCONY ★brEmerge onto the balcony from the living space and be captivated by the splendid vistas of the inviting swimming pool area. It's an ideal spot for a refreshing drink during a slow afternoon.brbr✔ Cozy Seating AreabrbrYour unforgettable Siesta Key retreat awaits – book your stay with us today and make cherished memories in this luxurious oasis.brbrGuest Access:brThe condo is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home.brbrOther than the already mentioned amenities, the home also features:brbr✔ High-Speed Wi-Fibr✔ Air Conditioningbr✔ Beach Accessories (Chairs, Cooler, Toys, Parasols)br✔ Laundry Closet (Washer/Dryer, Iron/Board, Detergent, Dryer Sheets)brbrThis condo is located within the esteemed Bay Oaks Condos, just a short distance from Siesta Key's South-end Village, with shopping, restaurants, and bars. It offers a wide range of exceptional amenities at your disposal during your visit.brbr✔ Swimming Pools with Sun Loungebr✔ Waterfront Picnic Area with Charcoal BBQ Grillsbr✔ Tennis Courtbr✔ Free ParkingbrbrThe Neighborhood:brThe condo is a part of the high-end Bay Oaks Condominium, just a few minutes away from the vibrant Siesta Village in Siesta Key, a tropical haven on the west coast of Florida that embodies the essence of paradise. brbrIt is known for its powdery white sands, crystal-clear waters, laid-back atmosphere, and some of the most breathtaking beaches in the United States. Siesta Beach, in particular, has earned acclaim for its powdery, quartz-crystal sands, which stay cool even on the warmest days. Sunset at Siesta Beach is a spectacle not to be missed, with hues of orange and pink painting the sky as the sun dips below the horizon.brbrBeyond the beaches, Siesta Key offers a wide range of outdoor activities. Kayak through the calm waters of the mangrove tunnels at South Lido County Park, paddleboarding in the Gulf of Mexico, or embark on a fishing charter to catch your dinner. Nature enthusiasts will appreciate the lush landscapes and wildlife in the nearby Myakka River State Park.brbrSiesta Key Village is the heart of the island's dining, shopping, and entertainment scene. Stroll along quaint streets with boutiques, surf shops, and art galleries. Savor fresh seafood at beachfront restaurants, sip tropical cocktails at vibrant bars, and enjoy live music under the stars.brbrThe warm waters surrounding Siesta Key beckon adventure seekers to explore. Try windsurfing, jet skiing, or parasailing for an adrenaline rush. Scuba diving and snorkeling enthusiasts will be delighted by the vibrant underwater world of the Gulf. For a more leisurely experience, rent a boat, explore the Intracoastal Waterway, or take a dolphin-watching tour.brbrCome and discover the beauty and tranquility of this coastal gem, where every day feels like a beach day in paradise.brbrHere are some places of interest you'll be looking to visit during your stay.brbr✔ Siesta Key Beach 5mins (10 min walk away)br✔ Crescent Beach (8 min away)br✔ PARASAIL SIESTA (3 min away)br✔ Siesta Key Watersports (5 min away)br✔ Siesta Key Village (8 min away)br✔ Marie Selby Botanical Gardens (15 min away)br✔ Sarasota Jungle Gardens (25 min away)br✔ Lido Key Beach (25 min away)br✔ South Lido County Park (25 min away)br✔ Mote Marine Laboratory & Aquarium (28 min away)br✔ St. Petersburg (55 min away)br✔ Tampa (1h 5 min away)br✔ Fort Myers (1h 20 min away)brbr***Distance times are calculated if traveling by car.brbrGetting Around:brIf you arrive by car, you will be happy to know that we offer free parking. However, if you would like to avoid driving during your stay, there are many convenient, easily accessible transportation options close to our home.brbr✔ Siesta Key Breeze Trolley (free)br✔ Taxibr✔ Lyft & UberbrbrIf you are flying in/out of the area, the best way would be at the below airport:brbr✔ Sarasota Bradenton International Airport (25 min away)brbrOther Things to Note:br★ RENTAL AGE REQUIREMENT ★brRENTERS MUST BE 25+, ANYONE FOUND RENTING TO BE UNDER THE AGE OF 25 YOUR STAY WILL BE CANCELLED AND NO REFUND WILL BE ISSUEDbrbr★ ADDITIONAL ACCOMMODATION ★brTraveling in a larger group, or your preferred dates are already taken You'll be happy that we offer additional accommodation in the area. Feel free to browse our host profile for a complete list of fantastic stays, and contact us with any questions.brbr★ CLEANING & SANITIZATION ★brHealth, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out.brbr★ NO PETS ALLOWED ★brWe love those little (and not so little) furry bundles of joy. Sadly, our home is not suitable for accommodating them.brbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.brbr★ NO PARTIES/EVENTS ★brWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.brbrThank you very much. We look forward to hosting you!brbrInteraction with Guests:brWe will be accessible to guests via phone, text, or the Booking app. brExpect a quick and prompt response. We give our guests space but are available for every inquiry.brbrContact us now so we can begin arranging your perfect vacation!

Siesta Key Paradise - Close to Beach & Village

Sarasota, Florida, United States

Bed

Bath

5

Sleeps

$105.28

This is a newly renovated condominium featuring an open floor plan, all floors are vinyl plank. The kitchen has new appliances and quartz counter tops and counter chairs to seat three. This all opens to dining and the family area with open views of the landscaping. There is a lanai with tables and chairs to relax from your day at the pool or beach.brbrThe unit has two large bedrooms that sleep two, each with bathrooms for both. The master bedroom has plenty of light, a king-size bed and 55-inch LG TV. The master bath has a walk-in shower, a vanity with two sinks and a large walk-in closet brbrThe guest room has a queen size bed, and a 55-inch LD TV mounted on the wall. The second bathroom is located next to the guest room and has a single sink and a tub/shower.brbrThe washer and dryer are in a separate laundry room located across from the kitchen.brbrOut of the Lanai and a short walk is the pool with plenty of room to relax and a Gazebo for cooking and entertainment.

This is a newly renovated two bed / two bath condominium.

Sarasota, Florida, United States

Bed

Bath

Sleeps

$208.61

Pinkie Flamingo Welcomes You To The Catch of The Day at Harbor Towers!brQueen / Queen / Twin Bunks / Sleeper SofabrbrAlways an excellent choice in any of the wonderful, local seafood restaurants around the Siesta Key area, The Catch of the Day is fresh and fabulous. And at Harbor Towers…it is the one you want for your next vacation rental. Located in the desirable waterfront community in the heart of beautiful Siesta Key, this 2-bedroom ground floor condo is ready and waiting to serve up a vacation experience you will treasure forever. Recently added to her collection of outstanding guest nests, Pinkie Flamingo is proud to offer this little slice of paradise.brbrGuests at The Catch of The Day enjoy full resort access to all that Harbor Towers offers. Relax by either of the two “always swimmable” community pools with year-round water temps of 85 degrees. Socialize at the Grilling Patio while preparing your favorite family feast on any of 4 propane grills… then dine al fresco under the covered patio. Pinkie's sporty friends may also access the well-equipped fitness center or the three tennis courts on site. The marina setting offers unparalleled views of more than 40 feet of waterfront and memorable photo opps are yours to be had at the charming gazebo.brbrLet's Go To The Beach!brbrConsistently ranked in the top beaches in America, Siesta Key enjoys a year-round appeal with everything a tourist might want close at hand…shopping, dining, beaches and fun! Siesta Key achieves its lofty position in the beach rankings among some fierce competition. This 8-mile barrier island delivers on every level imaginable! Public beach access points are frequent including the large Siesta Key Park, with dining, restroom facilities, lifeguards and lots of parking. “This is as world-class as it gets!” says Pinkie, who can often be spotted soaking up the sun on a sunny afternoon. A total beach snob of sorts, Pinkie is quick to highlight the exceptionally fine snow-white crunchy sand and wide walkable beaches. With a shallow shelf that extends far out in the Gulf, the turquoise sparkling water is almost always the right temperature for a dip. A free trolley carries patrons up and down the island…often with the ultimate destination of Siesta Key Village. The heart and soul of the island, “The Village” is the hub of activity with beach bars, restaurants and touristy shops. brbrWhat Pinkie Loves About Catch of The Day at Harbor TowersbrOver 1400 sq ft of living spacebrDirect access from parking lotbrGround floor unit means no elevatorsbrGreat location on the islandbrTwo patios facing North and West for maximum sunset viewsbrDen and Florida Room provide extra space for your group to spread outbrbrMaybe it's time to stop looking and time to start booking.brbrCome To Florida…For The Fun Of It!brbrAll of Pinkie's Properties Have A Few Things In Commonbr• Must Be 25 To Bookbr• No Smoking br• Cancellation OK 30 Days Prior To Check-Inbr• Sheets & Bath Towels Included…BYO Beach Towelsbr• All Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & Foodbr• Basic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Catch of the Day at Harbor Towers on Siesta Key

Sarasota, Florida, United States

Bed

Bath

Sleeps

$263.13

*** Please note that Bay Tree Club requires minimum rental periods of 30 days from January 1 through April 30, or the month of February. Bay Tree Club rules also prohibit guests from bringing animals into the unit. ***brbrbrKick back and enjoy the good life at our lovely condo located on the quiet and peaceful south side of Siesta Key! It's our little slice of paradise!brbrHere you will find a comfortable, well appointed space overlooking a partial view of Little Sarasota Bay, landscaped grounds, and one of Bay Tree Club's two heated pools. Parking, two picnic areas with barbecue grills, and a private cabana stocked with your beach essentials are included. Private access to tranquil Turtle Beach is a short, four-minute walk away - one of the loveliest spots on Siesta Key. You may even see a turtle!brbrExplore the area further using Siesta Key’s free trolley system, which has a stop at the property. You are only four miles away from the number one beach in the country, Siesta Beach! Also nearby are many restaurants, shops, and the popular Siesta Key Village. The greater Sarasota area offers many attractions including the Ringling Museum, Mote Marine Laboratory and Aquarium, Legacy Trail outdoor recreational area, and St. Armands Circle with its upscale dining and shopping.brbrCome and enjoy a serene atmosphere that will make you feel relaxed and at ease during your vacation. We look forward to hosting you at our place.brbrbrWe have a 60-day cancellation policy, but if the property is re-booked for the full term then the guest will receive a refund of 90% of any funds that they have prepaid.

Beautiful 5th Floor Condo with Beach & Bay Access!

Sarasota, Florida, United States

Bed

Bath

Sleeps

$427.78

Perfectly located near the amazing Lido Beach and trendy Downtown Sarasota. Only an 8 minute drive from SRQ Airport & the shops at St. Armand's Circle. Relax on the patio with amazing views of Sarasota Bay. After a day at the beach come home and enjoy the resort-style pool, hot tub, fire-pit, BBQ grills and state-of-the-art gym. This condo is equipped with a full kitchen if you'd like to stay in and enjoy the view, or enjoy experiencing the vibrant restaurant scene. Among all of the amazing things to do in Sarasota there is also a kayak launch offering direct access to Sarasota Bay from the bayou. Our goal is for you to love it here as much as we do and that you will always come and stay. brbrSarasota is the perfect vacation spot. This coastal community offers world class, white-sand beaches as well as an exceptional arts & culture scene. No matter when you visit there are plenty of museums, galleries, gardens, operas, shows and symphonies to see. Sarasota offers many award-winning restaurants, many of which are on the water and/or overlook skylines and downtown(s). The area also offers tremendous options for golfers. Sarasota is home to Mote Marine Aquarium, Marie Selby Gardens, Sarasota Jungle Gardens and Big Cat Habitat so children are sure to love it as well. There are plenty of things to do for everyone.brGuest accessbrOur guests will be able to easily check-in with a personal code for the keypad. This space is brand new and has a large open concept kitchen, dining and living room. The spacious balcony is the perfect spot to relax and unwind with a drink and the sunset. There is a 55 TV in the master bedroom which has a comfortable King size bed. There is also a Queen size sofa sleeper bed in the living room. There is laundry in the unit which is located in the master bathroom. The two smart 55 TV's are set up with Roku and a full cable channel lineup through Xfinity Stream app on Roku.brbrOther things to note:brbr- Upon booking, a signed rental agreement and government-issued photo identification are required prior to receiving an electronic access code to the property.brbrWe love the community at The Strand. Please be mindful and courteous to the neighbors. Our commitment is to give our guests an excellent experience. These are the house rules to help achieve this goal:brbr-$150 HOA-required registration/application fee. (Fee charged after reservation has been made.)br-This property has a minimum primary renter age requirement of 25.br-The designated parking spot is labelled with the unit number.br-This is a waterfront property so take caution.br-Absolutely no climbing on patio railings at any time.br-A/C should not be lower than 70 F and heat should not be higher than 80 Fbr-Set air to 74 degrees prior to checkout. -Please keep sliding doors CLOSED AT ALL TIMES to keep the air inside at a comfortable temperature. *Air-conditioner will sweat if the patio door is left open which will cause issues.br-No lifeguard on duty at the pool. Children must be supervised at all times at the pool area and gym.br-No smoking permitted on premises. $250 fee will be charged if there are any signs/smell of smoking in the house or property.br-Beach chairs are located in our storage unit (instructions in pamphlet). -$150 fee for lost key fobbrbrChecking out instructions:brAll furniture should be as it was found at check in. If you used beach supplies please make sure items are returned to proper location. Trash should be emptied and placed down trash chute across from elevator. Fridge should be cleared out of perishable items. No dirty dishes should be in the sink or surrounding areas. Please hand wash and place on drying rack or rinse and leave before put in dishwasher. Please place dirty towels in basket and hang if wet. We pride ourselves for having a clean and welcoming environment for all our guests .We appreciate your respect of our family unit and hope you enjoyed your stay at our property.brbr*As per association rules there are to be no company trucks with logos or trailers in the parking lot of the property. brbr

Condo Cuteness with Stellar View ~ On The Water Perfectly Located

Sarasota, Florida, United States

Bed

Bath

Sleeps

$344.61

342A Canal Rd - Fair warning, you will fall in love the moment you step inside this charming 2/2 downstairs unit located in the equally charming Siesta Village. Enjoy the private backyard pool area with a Tiki Bar and plenty of seating for everyone. It is the perfect space for chatting, catching up and eating with friends and family. 342A and 342B can be rented together as a perfect home for a larger group or family. Check availability or call to see if they are both available for your vacation.brbrBedroom 1-1 Queen Bed (Sleeps 2)brBedroom 2-2 Twin Beds (Sleeps 2)brbrTHE SIESTA BEACH RENTALS ADVANTAGE brbrAll photos, calendar dates, and rates on this website are 100% accurate. All of our homes include cable TV, Wi-Fi, quality linens, beach towels, chairs and umbrellas. Our kitchens are stocked and include pots, pans, plates, silverware, glasses, coffee mugs and other items. The unit is supplied with some basic household needs (starter roll of toilet paper and paper towel one garbage bag). SBR does not supply toiletries, hair dryer, iron or ironing boards during your stay. brbrWe make it easy to stay with us! Drive straight to your rental and access the home with your unique lock code. We will send you detailed check-in instructions 48 hours prior to arrival, and we are available 24 hours a day with live help should you require it. brbrSiesta Beach Rentals follows local/state tax rules. Each reservation includes applicable taxes and fees.brbr*Taxes & Fees not included.br*Check In / Check Out-Strictly Saturday to Saturday during Prime season. Call directly to negotiate options during Summer and Winter seasons.br*Prime Season rates may apply for certain holidays.

Comforts of Home in Condo w/ Pool a Block from Siesta Key Village, Pet Friendly

Sarasota, Florida, United States

Bed

Bath

Sleeps

$347.14

345 Canal Rd - This upstairs 2/2 unit is beautifully remodeled and furnished with a fully equipped kitchen, cable TV, Wi-Fi, and washer/dryer. Relax in the hammock by the pool, BBQ, and Tiki Bars. Take pleasure in an afternoon at Siesta Beach, the #1 beach in the nation, or enjoy shopping and dining in the Village, all just a short walk away. 345 and 343 can be rented together as a perfect home for a larger group or family. Check availability or call to see if they are both available for your vacation.brbrBedroom 1-1 King Bed (Sleeps 2)brBedroom 2-2 Twin Beds (Sleeps 2)brbrTHE SIESTA BEACH RENTALS ADVANTAGEbrbrAll photos, calendar dates, and rates on this website are 100% accurate. All of our homes include cable TV, Wi-Fi, quality linens, beach towels, chairs and umbrellas. Our kitchens are stocked and include pots, pans, plates, silverware, glasses, coffee mugs and other items. The unit is supplied with some basic household needs (starter roll of toilet paper and paper towel one garbage bag). SBR does not supply toiletries, hair dryer, iron or ironing boards during your stay. brbrWe make it easy to stay with us! Drive straight to your rental and access the home with your unique lock code. We will send you detailed check-in instructions 48 hours prior to arrival, and we are available 24 hours a day with live help should you require it.brbrSiesta Beach Rentals follows local/state tax rules. Each reservation includes applicable taxes and fees.brbr*Taxes & Fees not included.br*Check In / Check Out-Strictly Saturday to Saturday during Prime season. Call directly to negotiate options during Summer and Winter seasons.br*Prime Season rates may apply for certain holidays.

Pet Friendly Condo with Amazing Pool, a Five Minute Walk to Siesta Key Beach

Sarasota, Florida, United States

Bed

Bath

Sleeps

$338.41

5213B Calle Menorca - Ready to stay at the best location in the Siesta Key village 5213 B Calle Menorca is one of four condos, on the property, in the heart of Siesta Key, FL. This is an upstairs unit and requires stairs to climb. The interior is tastefully decorated with a beach theme and the exterior will put you in vacation mode with two new pools and a tiki bar. Make your reservations fast because these will not remain available for long, especially in prime season. brbrBedroom 1-1 King Bed (Sleeps 2)brBedroom 2-2 Twin Beds (Sleeps 2)brbrTHE SIESTA BEACH RENTALS ADVANTAGE brbrAll photos, calendar dates, and rates on this website are 100% accurate. All of our homes include cable TV, Wi-Fi, quality linens, beach towels, chairs and umbrellas. Our kitchens are stocked and include pots, pans, plates, silverware, glasses, coffee mugs and other items. The unit is supplied with some basic household needs (starter roll of toilet paper and paper towel one garbage bag). SBR does not supply toiletries, hair dryer, iron or ironing boards during your stay. brbrWe make it easy to stay with us! Drive straight to your rental and access the home with your unique lock code. We will send you detailed check-in instructions 48 hours prior to arrival, and we are available 24 hours a day with live help should you require it. brbrSiesta Beach Rentals follows local/state tax rules. Each reservation includes applicable taxes and fees.brbr*Taxes & Fees not included.br*Check In / Check Out-Strictly Saturday to Saturday during Prime season. Call directly to negotiate options during Summer and Winter seasons.br*Prime Season rates may apply for certain holidays.

Lovely Pet Friendly Condo a Block from Siesta Key Village, Two Pools & Tiki Bar

Sarasota, Florida, United States

Bed

Bath

Sleeps

$369.41

5209A Calle Menorca - It does not get any better than this location! 5209 A Calle Menorca is one of four condos, on the property, in the heart of Siesta Key Village. This is a bottom floor unit. The interior is bright, airy and conducive to a beachy vacation while the exterior screams vacation with two pools and a tiki bar. Make your reservations fast because these will not remain available for long, especially in prime season. brbrBedroom 1-1 King Bed (Sleeps 2)brBedroom 2-2 Twin Beds (Sleeps 2)brbrTHE SIESTA BEACH RENTALS ADVANTAGE brbrAll photos, calendar dates, and rates on this website are 100% accurate. All of our homes include cable TV, Wi-Fi, quality linens, beach towels, chairs and umbrellas. Our kitchens are stocked and include pots, pans, plates, silverware, glasses, coffee mugs and other items. The unit is supplied with some basic household needs (starter roll of toilet paper and paper towel one garbage bag). SBR does not supply toiletries, hair dryer, iron or ironing boards during your stay. brbrWe make it easy to stay with us! Drive straight to your rental and access the home with your unique lock code. We will send you detailed check-in instructions 48 hours prior to arrival, and we are available 24 hours a day with live help should you require it. brbrSiesta Beach Rentals follows local/state tax rules. Each reservation includes applicable taxes and fees.brbr*Taxes & Fees not included.br*Check In / Check Out-Strictly Saturday to Saturday during Prime season. Call directly to negotiate options during Summer and Winter seasons.br*Prime Season rates may apply for certain holidays.

Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool

Sarasota, Florida, United States

Bed