Vacation Condo Rentals By Owner In Siesta Key, FL

We invite you to stay in our spacious 1,290 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAbsolutely gorgeous views of the Gulf of Mexico from the balconies are just one of the many features ...you will enjoy staying in this vacation home. Sitting in the living areas of this home you are overlooking the sights of Siesta Key. The openness of the floor plan allows for entertaining, family dinners and a sense of togetherness. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThis condo has been recently renovated / decorated and comfortably sleeps 6. The master bedroom has a king bed, a walk-in closet, and its own dressing area and bathroom while the guest bedroom has 2 queen beds with a connecting bathroom and 2 closets. This unit is equipped with 55 flat screen ROKU TVs and private balconies in each room, cozy fireplace, and your own bar. We have available for you all the items needed such as beach chairs, umbrellas, cooler, and beach cart.brbrThe Anchorage is a gated community with private parking, gulf views, elevators, laundry room in every floor, private beach access, tennis and pickleball courts, heated Olympic size pool, fishing area with fish cleaning station, 2 gas grills, 1 charcoal grill, picnic tables, 300' of dock included with your stay so you can bring your boat, waverunner, or jet ski and if you don't own one don't worry, you can rent one at the Siesta Key Marina which is located directly across the street.brbrThis condo is located within walking distance to shops, restaurants, and bars. (Literally across the street from Captain Curt's, Spearfish Grill, The Boat Yard Bar & Grill, Daiquiri Deck, Crescent Beach Market, CB's Salt Water Outfitters, and Siesta Kation Fishing Charters just to mention a few) Also a free trolley stop is located just outside the gate so you can go anywhere on the island without worrying about driving or parking availability.brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 QUEEN BEDSbrbr- Elevator: 2brbr- Exercise Facility: Yesbrbr- Floor No.: 4th FLOORbrbr- Internet Access: Yesbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: Openbrbr- Electric Stove: Yesbrbr- View: Yesbrbr- PICKLEBALL: Yesbrbr- Gulf View: Corner Gulf Viewbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr

Anchorage 404

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$345.09

Enjoy this darling 1-Bed, 1-Bath condo, located just half a block from the powdery white sand of the world-famous Siesta Key Beach! With a lovely open floor plan, this little home offers a wonderful décor, a kitchenette, living room with a sleeper sofa and a bedroom with a king size bed. Relax by the pool under the warm island sun, or take the quick stroll into the Siesta Key Village for the many great shops and restaurants the island has to offer. Walk down the Sunset beach to take in the stunning views and spectacular sun sets. If you feel like venturing off the island, Siesta Key is located just 20 minutes from Sarasota International Airport and just minutes from the downtown area of Sarasota and all it has to offer. Sarasota is the Cultural Gem of the Gulf Coast. It offers numerous galleries, theaters, and some of the finest restaurants in the world. You will not be bored with this location. The list of activities is nearly endless as you can spice up your vacation with bike, kayak, or boat rental for your entertainment. This unit is sure to be a lovely Gulf Holiday for you and your family that will have you returning year after year!brbrBedroom 1 – KingbrLiving Room – Queen Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 23br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $500

One Bed/ One Bath Condo- Step From Siesta Key Beach with Pool On Property!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$279.48

Siesta Key has been named America's #1 beach time and time again. Experience fun in the sun like never before at this two-story townhome style condo located just a few hundred feet from the private access beach. Towards the front of the community guests have access to a heated pool and bathrooms. brbrWalking up to the unit you will walk past an outdoor patio with a patio dining set. Enter through the front door and find yourself in the living room of this updated unit. Plenty of seating with an almost wall to wall sofa set across from a flat screen TV. Moving towards the rear of the unit you will pass a laundry room with washer/dryer and a full bath. The eat-in kitchen is equipped with a 4-piece stainless steel appliance set among other small kitchen appliances and stocked with many cooking utensils. A door at the rear of the building from the kitchen allows for access to rear parking and community charcoal grills. brbrBack inside and up the stairs are where two bedrooms are located along with two additional bathrooms. The master bedrooms is spacious and furnished with a king-size bedroom set and TV with ensuite bathrooms. The guest bedroom is furnished with a queen size-bed and a twin-size bed.brbrMinimum Reservation Requirements: 1 week minimum reservation required in most cases must be Saturday to Saturday.

Walk to the #1 Beach in America, Offers Heated community Pool, Free Wi-Fi

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$286.26

Welcome to La Siesta #202brbrLocated directly across from the world famous quartz sand Siesta Key Beach, our fully furnished 2 bedroom 1 bath Gulfview condo features a screened in lanai, perfect to enjoy your morning coffee or evening cocktail while taking in the beautiful peek a boo views and gulf breeze. brbrLocated on the second floor, the condo features a king size bed in the primary bedroom and two twins in the secondary bedroom allowing a comfortable stay for up to 4 people. The bathroom is a tub/shower combination with all linens supplied. The kitchen is fully stocked for your needs including coffee pot, Keurig, toaster oven, microwave and all updated stainless steel appliances. The unit is equipped with private high speed Wifi and HD TV's with cable and streaming capabilities. brbrThe free island trolly stop is located directly in front of the complex and will take you to all the shops, restaurants and nightlife of Siesta Key Village located one mile away. brbrLa Siesta offers covered parking, heated pool, shuffle board courts, outdoor grills, on site laundry, recreation room, pool tables and a small workout room. This is a family oriented community. Primary renter has to be 25 to rent with Id required at time of booking. No pets allowed.brbrWe look forward to your stay at La Siesta 202 and providing you the perfect getaway to one of the worlds best beaches. brbrbrbr

La Siesta #202. Located directly across from Siesta Key Beach.

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$377.9

Immerse yourself in the allure of warm crystal blue waters, caressed by tropical breezes, and behold the most mesmerizing sunsets on earth at our Sea Shell Condominium.brbrNestled directly on the world-famous Crescent Beach, our condo offers unparalleled access to the internationally acclaimed fine powdery white sands – a sanctuary that remains cool to walk on even amidst the summer heat! Rated as one of the top ten beaches in the WORLD, Crescent Beach boasts a stunning ocean view from both the living room and bedroom balcony of our condo.brbrStep onto the shore and feel the gentle descent of our beach into the warm Gulf waters, inviting safe swimming and wading for guests of all ages. Whether you seek a week-long family vacation, a respite from the Northern winter, or a multi-family gathering renting several of our condominiums, Siesta Key and the Sarasota area offer year-round enjoyment.brbrRest assured, our calendar is always up-to-date, reflecting the popularity and demand of our condo. Take a peek at our calendar – it's a testament to the undeniable allure of our unit. Don't delay in making your reservation and securing your slice of paradise!brbrConvenience is at your fingertips, with shopping, restaurants, fishing charters, boat rentals, and the renowned Captain Curt's clam chowder – rated #1 in a New England cook-off – all within walking distance. brbrDon't miss out on the opportunity to experience the magic of Siesta Key – book your stay with us today and create memories that will last a lifetime!brKeywords: NON SMOKING - Both baths remodeled - Big Flat Screen & Cable! WIFI Internet - Steps from beach! Sooo Close to best sand in Florida.

BEACHFRONT -Right on Florida's #1 Beach! Steps from the Sand... Sleeps 7

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1187.29

Admiral's Watch | Gulf Views + Steps to Siesta Key Beachbrbr Why You'll Love This HomebrFrom the moment you step inside, sweeping Gulf views set the tone for an effortlessly luxurious beach escape. Sunlight pours through the sliders, salty air drifts in from the shoreline just across the street, and every space feels designed for easy, unhurried living. This is where sunsets become nightly rituals and every day begins with the rhythm of the waves.brbr ‍ ‍ Perfect ForbrFamilies, couples, and small groups seeking a refined beach retreat with direct access to Siesta Key Beach and quick proximity to Siesta Key Village.brbr ️ Imagine ThisbrSlide open the balcony doors and feel the warm Gulf breeze brush past you as you sip your morning coffee overlooking turquoise water. Wander across the street to dip your toes into the cool, powdery sand of Siesta Key Beach. After a long, sun-filled afternoon, slip into the semi-private heated pool or relax on your upper-level balcony as the sky turns gold and lavender. As night settles in, stroll to Siesta Key Village for dinner, live music, and the unmistakable island energy that makes every evening feel like vacation.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, Third Floor, TVbr• Bedroom 2: Twin Trundle Bed, Shared Bath, Third Floor, TVbr• Bedroom 3: King Bed, Ensuite Bath, Fourth Floor, TVbr• Bonus Sleeping: Futon and Rollaway Twinbrbr Explore the Areabr• 20 Feet Across the Street to Siesta Key Beachbr• 0.7 Miles to Siesta Key Village for Dining, Shopping and Nightlifebr• Outdoor Adventures – Kayaking, Paddleboarding and Biking Nearbybr• Local Flavor – Ice Cream Shops, Boutiques, and Live Music Venues Within Walking Distancebrbr⌛ Don't Wait — Your reservation includes peace of mind with our CottageClean™ program, featuring a six-hour deep clean and a 35-point inspection before every stay—ensuring your home feels fresh, safe, and truly vacation-ready upon arrival.brbr NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the right side of the 1st floor garage spaces (2), along with the 3rd and 4th floors. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. Contact us directly for more information regarding any shared space for this vacation home. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.

Admirals Watch | Ocean Views from Spacious Balconies, Heated Pool, and Steps to Siesta Key Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$379.08

Ground floor unit. Kitchen and flooring renovated in 2015. Brand new contemporary kitchen and high-end stainless steel appliances. Bathrooms fully renovated in 2017. Contemporary tiles and finishes give the unit a bright and clean feeling. Private outdoor patio connected to the lanai and master bedroom. Very quiet and peaceful location only a short walk from the beach, pool and grill area. Enjoy sitting in the back patio overlooking the garden after a long day at the beach.

Contemporary Garden View, Ground Floor Unit, Short Walk to Pool/Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$486.9

This 2 bedroom, 2 bathroom gulf view is sure to please. The unit features tile through out, fresh paint and new furniture! The master bedroom have a king size bed and updated bathroom. The guest bedroom has 1 Queen bed. For your convenience, there is a full size washer/dryer in the guest bedroom closet. Enjoy watching the sunset from the extended lanai or take a short walk to the private, beach side Sundeck at Siesta Dunes.

Siesta Dunes - Gulf View w/ Washer & Dryer!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$282.5

7 night min booking for this 2/2 resort condo directly on Siesta Key Beach with it's own private beach! Beach chairs and umbrellas available through resort for a nominal fee. Heated pool and hot tub also included. Many other amenities include onsite gym, tennis and shuffle board. Several grilling stations and seating areas located along the ground level of the building where there is always a refreshing ocean breeze blowing. Fresh water foot wash and heated outdoor shower available to rinse off after coming back up from the beach. Resort in an excellent location, walking distance to grocery store, restaurants and bars and a short drive, or free shuttle/taxi, to Siesta Key Village which offers various shopping and dining choices. Condo features screened lanai, all linens, cooking and laundry essentials.

On Siesta Key Beach!! Sandpiper Beach Club of Siesta Key
Siesta Key, FL USA

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$368.53

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Siesta Bayside Fountain-View Villa! brbr brbrDiscover a peaceful waterfront retreat in this spacious, ground-floor condo at the prestigious Siesta Gulf & Bay Bayside. Offering the rare quiet of no neighbors above you and a scenic private lanai overlooking a lush fountain pond, this home is your perfect base for island living. Enjoy gated, private beach access to the world-famous sands of Siesta Key just an 8-minute stroll away. brbr brbrRESORT-STYLE AMENITIES brbr- Private Beach Access: Exclusive gated entry to the beach across the street. brbr- Active Lifestyle: Two heated community pools and courts for both Tennis and Pickleball. brbr- Waterfront Serenity: Private fishing pier and boardwalks along the Intracoastal Waterway. brbr- Outdoor Dining: Community grilling stations perfect for a sunset BBQ. brbr- Easy Travel: Hop on the free Siesta Key Trolley right outside to explore the Village or south-end shops. brbr brbrPROPERTY HIGHLIGHTS brbr- Quiet Corner: Ground-floor layout with no upstairs neighbors ensures a restful stay. brbr- Water Views: Screened lanai overlooks a tranquil fountain pond and manicured tropical landscaping. brbr- Modern Kitchen: Fully equipped with granite countertops, stainless steel appliances, and a breakfast bar seating four. brbr- Comfort First: 1,260 sq. ft. of living space, including a Gel Sleeper Sofa for extra-comfortable guest accommodations. brbr- Essentials: Central AC, ceiling fans, private washer/dryer, and high-speed WiFi/Cable. brbr brbrBEDROOMS & BATHROOMS brbr- Master Suite: King bed, private lanai access, and an ensuite bath with a spacious vanity and walk-in shower. brbr- Guest Bedroom: Features two Twin beds and a dedicated TV—ideal for kids or friends. brbr- Guest Bath: Large, bright bathroom with a tub/shower combo. brbr brbrEXTRA PERKS brbr- Beach Ready: We provide chairs, an umbrella, and towels for your beach days. brbr- Parking: Driveway parking included; golf carts are welcome (must be stored in the garage or driveway). brbr brbrIMPORTANT INFO brbr- Amenity Access: Guests enjoy full Bayside perks (pools, tennis, pickleball, pier) and private beach access. Gulf-side amenities (Gulf-side pools) are restricted to residents only. brbr- Registration: Per association rules, on-site check-in and parking passes are required. brbr- Staff Access: The garage is accessed weekly by staff for essential trash removal. brbr- Restrictions: No boats, motorcycles, trailers, or oversized vehicles. brbr brbrLOCAL FAVORITES brbr- South End: Clayton’s Grill, Miguel’s, and the world-famous clam chowder at Captain Curt’s. brbr- The Village: Siesta Key Oyster Bar (SKOB), Daiquiri Deck, and local boutiques. brbr brbrBOOK YOUR FOUNTAIN-VIEW RETREAT TODAY!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrThis property does not allow Emotional Support Animals in addition to their no pet policy.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.brbrParking passes: 1 parking pass is provided. There is a fee for extra parking passes.

Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$343.01

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Our House at the Beach East, 5th Floor Corner Unit! brbr brbrExperience the ultimate beachfront getaway at this freshly renovated Siesta Key condo, just steps from the world-famous quartz sand of Siesta Key Beach. With stunning Gulf views from two patios, modern coastal décor, and top-notch amenities, this 5th-floor retreat is perfect for relaxing, entertaining, or enjoying all the local attractions. Your dream vacation starts here! brbr brbrLOCATION HIGHLIGHTS: brbr- Directly across from Siesta Key Beach brbr- Public beach amenities: bathrooms, concession stand, volleyball courts, playground brbr- 1.1 miles from Siesta Key Village brbr- Free Siesta Breeze Trolley, or local free rides brbr- Heated communal pool, grills brbr- Tennis courts, bike racks brbr- Golf carts welcome brbr brbrPROPERTY FEATURES: brbr- 2 Bedroom/ 2 bathroom 5th floor condo (over 1200 sq ft) brbr- Dedicated WIFI (complex is currently making upgrades to the wifi) brbr- Wrap-around balcony with view of the water brbr- Floor to ceiling sliders brbr- Self check in provided brbr- Central A/C with ceiling fans brbr- Private washer and dryer, linens and towels provided brbr- Elevator available brbr brbrLIVING ROOM: brbr- Light, bright, and airy with comfortable seating brbr- Large Smart TV with DirecTV brbr- Access to two outdoor patios with café-style tables and lounger brbr brbrKITCHEN AND DINING: brbr- Renovated kitchen with granite countertops and stainless steel appliances brbr- Fully equipped with dishes, pots & pans, and utensils brbr- Dining table to seat 4 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom: king bed, smart TV with streaming capabilities, ensuite bathroom brbr- Guest bedroom: 2 twin beds, Smart TV with streaming capabilities brbr- Inflatable queen mattress available brbr- Master ensuite bathroom: tub/shower combo, spacious vanity with backlit mirror brbr- Guest bathroom: walk-in shower, spacious vanity with backlit mirror brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a beach wagon, beach umbrella and beach towels brbr brbrNEARBY FAVORITES: brbr- Daquiri Deck, Siesta Key Oyster Bar, Another Broken Egg, Old Salty Dog brbr- Siesta Market, Beach Club, Big Tiki Lounge brbr brbrIMPORTANT INFO: brbr- No pets allowed brbr- No smoking brbr- Parking restrictions: No boats, trailers, motorcycles, oversized or commercial vehicles allowed brbr brbrPLEASE NOTE: A window and door replacement project is scheduled for the East Tower during May and June of 2026. Work will be done between 8am-4pm and there may be noise from construction. brbr brbrFROM SUNRISE STROLLS TO SUNSET VIEWS, EVERYTHING YOU NEED FOR A CAREFREE STAY IS HERE. BOOK SOON!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Across the street from Siesta Key Beach, New Renovations, Large Balcony with Views | Ready to Book!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$250.22

Tortuga Unit 205 – Tropical Sands AccommodationsbrbrWelcome to Tortuga Unit 205, a cozy two-bedroom, two-bathroom retreat tucked along peaceful Midnight Pass Road on beautiful Siesta Key. Perfect for extended stays, this modest coastal condo offers beach views from the private balcony and easy access to the island’s pristine private beach, less than 100 feet away. Enjoy community amenities like a heated indoor-outdoor pool, clubhouse, and tennis courts. Whether you’re escaping chilly winters or settling in for a month of sunshine, this welcoming getaway invites you to slow down and soak up island living.brbrHighlightsbr• Private beach access less than 100 feet awaybr• Beach views from balcony br• Shared heated indoor/outdoor poolbr• 2 Bedrooms / 2 Bathroomsbr• 1 King bed, 1 Queen bedbr• Both bedrooms ensuitebr• Washer and dryer in unitbr• Beach chairs and beach cart includedbr• Designated parkingbr• Dock available for rent + kayak launch areabr• Clubhouse and tennis courts on propertybrbrStart each morning with coffee on your private lanai, taking in the beautiful beach views and gentle Gulf breeze. Spend your days lounging by the heated indoor-outdoor pool, playing a round of tennis, or launching your kayak from the nearby waterfront dock area. The private beach is just steps from your door, perfect for shell hunting, sunset strolls, and refreshing swims. With covered parking, an on-site clubhouse, and friendly community vibes, everything you need for a relaxing Siesta Key beach escape is right here.brbrInside, you’ll find a light-filled open living area designed for comfort. The living room features plush seating, a flat-screen TV, and large windows that bring in the tropical landscape. The kitchen comes fully equipped with modern appliances, ample counter space, and all the essentials for home-cooked meals. A nearby dining area comfortably seats four, and a working desk offers a quiet space for guests who need to check in remotely.brbrThe primary suite features a king bed, soothing coastal decor, a TV, and an ensuite bathroom with a walk-in shower. The second bedroom offers a queen bed and its own ensuite with a tub/shower combination, perfect for guests seeking a bit of privacy. Both rooms are thoughtfully furnished to create a restful home away from home.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Bedroom 2: Queen bed, ensuite bathroom with shower/tub combobrbrThis condo also includes a washer and dryer, high-speed Wi-Fi, a dedicated workspace, and community access to kayak launch, dock rentals, and outdoor recreation areas.brbrFrom sunrise walks on the sand to quiet evenings under the palm trees, Tortuga Unit 205 offers the perfect blend of comfort and convenience for your next Siesta Key stay. Book your extended island getaway today with Tropical Sands Accommodations and experience the easygoing coastal lifestyle that keeps guests coming back year after year.brbr-brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind.brbrThis property offers mid-stay cleans every two weeks to ensure fresh linens and a clean, comfortable home throughout your extended stay. This is a 30-day rental property.

Tortuga Unit 205 – Tropical Sands Accommodations

Siesta Key, Florida, United States

Bed

Bath

4

Sleeps

$252.89

Tortuga Unit 406 by Tropical Sands Accommodations br30-night Minimum stay br brWelcome to Tortuga Unit 406, a bright and comfortable two-bedroom, two-bathroom condo located along the tranquil Midnight Pass Road on beautiful Siesta Key. Enjoy stunning beach views from your private balcony and effortless access to the island’s pristine private beach, situated just steps from your door. This coastal retreat combines resort style amenities with a spacious interior, making it the perfect spot for extended stays. Whether you're planning a month long escape or a winter retreat, this condo places you near Siesta Key’s soft white sands, vibrant shopping, dining, and local attractions. brbrHighlights: br• Direct private beach access br• Spectacular beach views from your private balcony br• 2 Bedrooms / 2 Bathrooms br• 1 King bed, 2 full beds br• Shared heated indoor/outdoor pool br• Tennis courts and clubhouse br• Dock rentals and kayak launch available br• In-unit washer and dryer br• Beach chairs and cart provided br• Designated parking for your convenience br brStart your mornings sipping coffee on your private balcony, soaking in the beautiful beach views, or take a peaceful stroll along Siesta Key’s serene south beach, accessible just outside your door. Spend sunny afternoons swimming in the community’s heated pool, which effortlessly flows from indoors to outdoors. Guests can also access a clubhouse, tennis courts, BBQ grills, and a kayak launch for exploring the calm waters of the bay. Dock rentals are available for those wanting to bring or rent a boat for an exciting day on the water. br brThe open living and dining area invites relaxation with comfortable seating, a flat-screen TV, and sliding glass doors leading to your private screened balcony, perfect for enjoying morning coffee or evening breezes. The fully equipped kitchen features stainless steel appliances, ample counter space, and all the essentials you need to prepare meals at home. A nearby dining table offers plenty of room for gathering family and friends for meals. br brThe primary suite features a luxurious king bed, a flat-screen TV, a spacious closet, and an ensuite bathroom complete with a shower and tub combination. The second bedroom is thoughtfully furnished with two full beds and has access to a hallway bathroom featuring a walk-in shower, ensuring comfort for all guests. brbrRoom Details: br• Primary Bedroom: King bed, ensuite bathroom with shower/tub combo br• Second Bedroom: Two full beds br brEnjoy the convenience of an in-unit washer and dryer, complimentary Wi-Fi, and a dedicated workspace, making Tortuga Unit 406 ideal for extended stays. br brTortuga Unit 406 is the perfect choice for guests seeking a long-term coastal escape with resort style amenities and unbeatable beach access. Ensure your Siesta Key experience is unforgettable, book your stay with Tropical Sands Accommodations today and immerse yourself in the beauty of Siesta Key! br brbr- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind. brbr1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Tortuga Unit 406 by Tropical Sands Accommodations!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$258.11

Wake up to sunshine and stunning views of Siesta Key when you stay at this 2-bedroom, 1.5-bathroom vacation rental. Fully equipped with a screened-in lanai, fishing poles, and access to countless community amenities, this gorgeous condo is perfect for travelers looking to do it all! Spend your days lounging on the nearby white-sand beaches, teeing off on world-famous golf courses, or exploring the surrounding coastal attractions before heading back to this cozy retreat for a relaxing night in.brbr-- THE PROPERTY --brbrPrivate Balcony | Fishing On-Site | 7-Night Minimum | Walking Distance to Restaurants brbrBedroom 1: California King Bed | Bedroom 2: 2 Twin Beds | Living Room: Queen Sleeper Sofa | Additional Sleeping: Pack ‘n Play (upon request)brbrMIDNIGHT COVE COMMUNITY AMENITIES: Outdoor pool, fitness center, tennis court, pickleball court, basketball court, free shuttle to downtown, boat & jet ski dock space (upon request)brOUTDOOR LIVING: Screened-in lanai, dining area, fishing poles, yoga mats, beach chairs & towels, skateboards, wakeboards, tennis rackets & ballsbrKITCHEN: Fridge, stove, oven, dishwasher, microwave, cooking basics, spices, toaster, blender, coffee maker, dishware/flatware, paper towels/trash bagsbrINDOOR LIVING: 3 Smart TVs, dining table, cozy interior, board games, books, large sliding glass doors, open floor planbrGENERAL: Free WiFi (1,000 Mbps), linens, towels, washer & dryer, central air conditioning & heating, ceiling fans, complimentary toiletries, hair dryer, iron/board, keyless entrybrFAQ: Stairs required to access, 2nd-story condobrPARKING: Carport (1 vehicle), additional parking availablebrbr-- THE LOCATION --brbrFAMILY FUN: Crescent Beach - direct beach access (on-site), Point of Rocks (1.1 miles), Siesta Key Beach (1.7 miles), Siesta Key Drum Circle (1.7 miles), Sarasota Beach (2.5 miles), Caribbean Pie Company (4.5 miles), Sarasota Jungle Gardens (10.1 miles), Mote Marine Laboratory & Aquarium (11.2 miles)brHIT THE LINKS: TPC Prestancia (5.5 miles), Village Green Golf Club (5.5 miles), Stoneybrook Golf and Country Club (6.4 miles), Serenoa Golf Club (8.5 miles)brWALKS & HIKES: Phillippi Estate Park (2.4 miles), Red Bug Slough Preserve (4.6 miles), Marie Selby Botanical Gardens (6.7 miles), South Lido County Park (11.0 miles)brAIRPORTS: Sarasota-Bradenton International Airport (11.2 miles), Tampa International Airport (61.6 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 smoking br- No pets allowedbr- 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 upon check-inbr- NOTE: This property requires stairs to access

Comfortable Siesta Key Condo w/ Pool Access!

Siesta Key, Florida, United States

Bed

1

Bath

6

Sleeps

$335.9

Jamaica Royale 106 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale 106, a beautifully refreshed two-bedroom, two-bath garden view villa located in the highly sought after Jamaica Royale community on Siesta Key. Completely remodeled with an upscale coastal design, this spacious retreat offers modern finishes, comfortable living spaces, and direct access to one of Florida’s most famous beaches. Just a short walk from the powdery white sands of Siesta Key Beach and minutes from Siesta Key Village, this villa is perfect for families, couples, or small groups seeking a relaxing island getaway.brbrHighlightsbr• Recently refreshed villa with upscale coastal designbr• Short walk to Siesta Key Beachbr• 2 Bedrooms / 2 Bathroomsbr• 1 King bed, Twin over Full bunk bed br• Private patio with outdoor seating and loungersbr• 3 heated community poolsbr• Shuffleboard courtsbr• Community BBQ grilling areasbr• Beach chairs, pool toys, and beach gear providedbr• In-unit washer and dryerbr• 1 Assigned parking brbrJamaica Royale offers a true beachfront resort style experience with direct access to Siesta Key Beach’s world famous white quartz sand and beautifully landscaped tropical grounds. Guests can relax by one of the three heated pools, enjoy outdoor dining at the community grilling areas, or spend the day soaking up the Florida sunshine just steps from the Gulf waters.brbrInside, the villa features a bright and welcoming open layout with stylish coastal decor throughout. The spacious living area offers comfortable seating, a large television, and sliding glass doors that bring in natural light while leading to the private patio. The updated kitchen is designed for both functionality and entertainment, featuring modern appliances, large counter space, and ample cabinetry for storage. The adjacent dining area provides a comfortable place to gather for meals or plan your next beach adventure.brbrThe primary bedroom is a relaxing retreat with a king bed, coastal inspired furnishings, and an ensuite bathroom with a walk-in shower. The second bedroom is ideal for families or additional guests, featuring a twin over full bunk bed with a twin trundle for flexible sleeping arrangements. A second full bathroom is conveniently located nearby and updated with modern finishes.brbrRoom DetailsbrPrimary Bedroom: King bed with ensuite bathroom featuring walk-in showerbrSecond Bedroom: Twin over Full bunk bed brHallway Bathroom: Full bathroom with walk-in showerbrbrAdditional amenities include an in unit washer and dryer, beach chairs, pool toys, and a variety of beach gear to make your stay even more enjoyable. The private outdoor patio offers lounge seating and dining space, creating the perfect spot to unwind after a day at the beach or pool.brbrWhether you’re planning a family vacation or a relaxing coastal escape, Jamaica Royale 106 by Tropical Sands Accommodations offers a beautifully updated home base in one of Siesta Key’s most desirable beachfront communities. Book your stay today and experience the best of island living.

Jamaica Royale 106 Beautiful Condo!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$318.82

Harbor Towers will be under construction until December 2024. They are replacing the exterior facade, windows and doors at Harbor Towers. We are still renting but please email questions, before booking, as there will be inconveniences.brbrEnjoy all Siesta Key has to offer in this 2 Bedroom condo on the inter-coastal waterway, with a short walk across the street to the beach. Newly remodeled kitchen and updated baths. Close to the Village for shopping and restaurants.

Siesta Key 2 Bedroom Ground Fl. Condo short walk to beach.

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$450.89

Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort, private bay to beach access. Remodeled bathrooms, master has walk in shower en-suite, second bedroom has tub shower combo in second bedroom, Third bedroom has walk out patiobr3 Bedroom 2 Bath ground floor Clean & bright open floor plan Well appointed kitchen Central A/C 2 heated pools Enjoy the tranquility of the bay from the large hot tub or pool Fishing pier, tennis & pickle ball courts, gym. Laundry & boat slips available

3 Bedroom 2 Bath Palm Bay club Walk out patio ground floor

Siesta Key, Florida, United States

3

Bed

Bath

6

Sleeps

$544.58

You can't get much closer to the water than this! This beachfront unit is just steps to the sand with Siesta Beach views from every room! Just a short ride down the elevator from the 4th floor and you're on the sand. The unit is also steps to the heated beachfront pool. Coastal chic can be used to describe this completely remodeled unit. Attention to detail is apparent as you enter the unit to find an open concept Living/Dining/Kitchen area with Gulf views surrounding you! The living area opens to an oversized private balcony/patio perfect for enjoying the sunsets and fabulous Siesta Beach views. The Master bedroom has two queen beds and also opens to the private balcony. The guest bedroom has two full size beds with a walk in closet. Both baths are completely remodeled with grab bars in the shower. The unit contains two flat screen TV's and a convenient washer and dryer in unit. The unit has secure high speed FIOS internet and satellite TV with over 200 channels. Very easy access to dedicated parking spot and beachside BBQ grilling pavilion. This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.

Jamaica Royale T42 Beachfront with Views, Views, Views!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$488.51

Summary:brbrExperience the best of Siesta Key, Florida, in this spacious and comfortable 2-bedroom, 2-bathroom condo. Located in the heart of downtown Siesta Key, you'll enjoy the convenience of walking to all the local attractions, shops, and dining. Just a couple of blocks away lies the world-renowned Siesta Key Beach.brbrbrbrThe Space:brbrRelax by the heated year-round heated pool, complete with Adirondack furniture, or take advantage of our beach supplies, including chairs, a cooler, towels, and an umbrella for your days in the sun. brbrbrbrThe fully stocked kitchen is perfect for cooking homemade meals, while high-speed WiFi allows you to work remotely with ease. Stay connected with Spectrum cable so you never miss a game.brbrbrbrEnjoy abundant natural light throughout the condo. The master bedroom boasts an ensuite bathroom with a walk-in shower, and the guest bathroom features a shower/tub combo.brbrbrbrMake unforgettable memories in this perfect Siesta Key getaway!brbrbrbrGuest Access:brbrGuests will have access to everything in the condo, as well as the private heated pool area.brbrbrbrThe Neighborhood:brbrLocated in a quiet building in downtown Siesta Key.brbrbrbrGetting Around:brbrYou can walk everywhere in town including restaurants and shopping, and the beach is just a couple blocks away.brbrbrbrInteraction with Guests:brbrAvailable 24/7 for anything needed.

Siesta Key 2BR Gem: Steps to Beach & Pool!

Siesta Key, Florida, United States

Bed