Vacation Rentals By Owner In Siesta Key, FL

The luxurious condo is located on Siesta Key in a tropical setting. It is very kid-friendly, and has a private beach, only within 5 minute's walk, on the world-famous Siesta Key Beach (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico.brbrThe minimum rental period is 1 week (condo association rule), starting any day of the week.brThe condo is located right on Siesta Key, in a tropical setting. It is in a luxurious condominium, very kids friendly, and has private access to the world-famous (Best Beach in the U.S.A.) Siesta Beach with crystal white sand and turquoise waters of the Gulf of Mexico. The sand in Siesta Key Beach is 99% quartz and never gets too hot under the sun. The condo is only 500 yards away from the beach. The complex has a private garage, The condo is in a hidden paradise and offers heated pools (2), lighted tennis courts, pickleball courts, a fishing pier overlooking the gorgeous waterfront views, barbecue grill areas (2), picnic areas, a sauna, a fitness room, artificial lakes, promenades and a clubhouse for private parties.brThe condo is minutes away (walking distance) from the lovely Siesta Key Village with restaurants, bars with live music, coffee shops, retail, and gift shops. It is also very close to the famous Crescent Beach (walking distance) and Turtle Beach.brThe condo is about 20 minutes away from Sarasota Airport and about 1 hour to Tampa International Airport. Orlando is only about 2 hours drive, where you can visit Disney World, Legoland, Universal Studios, Space Center, etc.brbrbr

5 minutes to private Siesta Key Beach + 2 heated pools and pickleball courts

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$377.77

This beautiful two-bedroom, two bath condo is located just steps from the famous white sands of Siesta Key Beach. That means there are no streets to cross to access our private, gated beach. The stunning sunsets never get old and the blue/green ocean waters are so inviting. It’s no surprise that Siesta Key Beach is rated the best beach in the USA. On a 90-degree day, the white quartz sand is still cool on the feet. It is almost like magic. brThis newly remodeled, newly furnished and decorated condo sleeps 7 people. From Travertine stone floors; to marble and granite counter tops; to large beautiful showers; to very comfortable furniture and large screen TVs; it just doesn’t get any better! There is a king bed in the master suite; two queen beds in the spare bedroom, and a single murphy bed in the lanai that kids will fight over. Both bedrooms have private entrances to their bathrooms.brThe living room consists of all leather furniture with a matching recliner, and will comfortably seat 6 adults. The living room has a 75-inch, 4k Smart TV, and the bedrooms each have 55-inch flat screen Smart TVs. Just bring your Roku or Firestick to plug into the smart TVs and it’s as if you are sitting at home. We also have Comcast cable with all the local and national channels. Wi-Fi is free throughout the complex and installed on the TVs for your use. brThe kitchen is fully stocked with a fridge with ice maker, microwave, dishwasher, blender, and a Keurig coffee maker. In addition, it is completely stocked with all the pots and pans for any type of cooking that you would like to do. It is also equipped with all the dinnerware and flatware to accommodate 8 persons. There is a breakfast bar that seats 2 persons and a dining room table for 6. brPeppertree offers two large, heated swimming pools and a workout room equipped with several pieces of exercise and weight lifting equipment. Bathrooms and showers are also available at the pool locations. Peppertree offers tennis and pickle ball courts for your use as well. A community room can be reserved for small gatherings with friends and family. There are gas grills with seating scattered throughout the Peppertree property for your use. brEnjoy a private covered parking space at ground level under the building for your vehicle. In addition, a storage container at this location contains beach chairs, umbrellas, beach toys, etc. for your enjoyment. If you are bringing a bicycle or renting one, we have an area for storage.br If you are flying in to Siesta Key and not renting a car, no worries. There is a free trolley system that runs 7 days a week from morning until 11:00 pm every day, as well as many other free types of transportation.brPlease be sure and browse the pictures and most importantly, enjoy your stay!

Peppertree #206 Beautiful 2-bdrm, 2 bath condo on World Famous Siesta Key Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$661.85

BEYER BEACH HOUSE– A One-of-a-Kind Siesta Key Retreat brbrYou won’t find another home like this on Siesta Key! This mid-century bungalow designed by Twitchell/Rudolph, features attached Grand Suite, beautiful Terrazzo floors, a NINE-foot privacy fence, and sits on the best street on Siesta Key — quiet, safe, and just steps from the beach.brbrLOCATION, LOCATION, LOCATIONbr- 1 block from world-renowned Siesta Key Beachbr- 5-minute walk to the sand, or 15 minutes to Siesta Key Village shops & restaurantsbr- Free jitney & open-air transport to Village, Crescent Beach, and other Island spots brbrTHE HOMEbr- Spacious mid-century bungalow on a nearly double-wide lotbr- Large pool with resort-sized deck & Tropitone furniturebr- Multiple outdoor spaces for sun or shade, privacy or gatheringbr *Oversized screened veranda with sliders opening to the living areabr *Grassy sun area to enjoy morning coffee from the kitchen coffee barbr *Plus covered sitting areas outside each of the 3 bedroomsbrbrAMENITIESbr- Cable in LR and Smart TVs with Amazon Prime in two bedroomsbr- Bikes: 6 adultbr- Beach gear: chairs, towels, umbrella, cooler, cart & morebr- Outdoor Living: propane grill, firepitbr- Comfort: 2 HVAC units, pet-friendly (1 medium dog, NO CATS)br- Kitchens: full kitchen + kitchenette with extras (air fryer, Keurig & drip, dishware for 10, wine, beer & cocktail glasses/plastics and lots of extrasbrPARKINGbr- Wide Horseshoe driveway with covered area/electrical outlet easily fits 6 vehiclesbr- On-Street Parking in the direction of traffic is also available brbrEASY ACCESS to FLORIDA'S BESTbr- Sarasota/Bradenton Int’l Airport – 30 minsbr- Punta Gorda – 50 minsbr- Tampa/Busch Gardens or Fort Myers – 1 hr 15 minsbr- Orlando/Disney or Naples – 2 hrsbrbrPOOL HEATINGbr- Free at 72–75°br- $25/day for higher temps (up to 85°) or during summer months (June–Sept)

Private Vacation Home

WALK to BEACH/VILLAGE, HEATED Saltwater POOL, STRONG WiFi

Siesta Key, Florida, United States

3

Bed

3

Bath

8

Sleeps

$249.77

Harbor Towers Unit 509 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 509 is an updated two-bedroom, two-bath condominium located on the fifth floor of the Harbor Towers Yacht and Racquet Club. Designed with comfort and privacy in mind, this residence features two primary-style bedroom suites, water views, and beautiful sunset vistas, making it an ideal option for couples enjoying an extended stay on Siesta Key.brbrHighlightsbr• 13-night minimum staybr• 2 Bedrooms / 2 Bathroomsbr• Ideal for two couplesbr• King bed and Queen bedbr• Two private ensuite bathroomsbr• Fifth-floor residence with water and sunset viewsbr• Vinyl flooring throughoutbr• Fully equipped kitchenbr• Gated waterfront communitybr• Two heated pools and three Har-Tru tennis courtsbrbrGuests at Unit 509 enjoy Harbor Towers’ resort style amenities along the Intracoastal Waterway, including two heated swimming pools, three Har-Tru tennis courts, and a 40-slip marina. Additional shared features include fitness and sauna facilities, grilling areas, a waterfront gazebo, and scenic seawall seating where guests can enjoy boat activity and local wildlife.brbrThe condo is comfortably furnished and tastefully decorated, offering a relaxed and inviting atmosphere. The living area provides a welcoming space to unwind while enjoying water views and sunset skies. This space flows seamlessly into a fully equipped kitchen, stocked with everything needed to prepare meals or enjoy takeout while watching boats pass along the Intracoastal Waterway.brbrThe first primary suite features a king bed and an ensuite bathroom with a walk-in shower. The second primary suite offers a queen bed and a private bathroom with a tub and shower combination. Towels and bed linens are provided for guest convenience, making it easy to settle in for a longer stay.brbrRoom Detailsbr• Primary Suite One: King bed, ensuite bathroom with walk-in showerbr• Primary Suite Two: Queen bed, ensuite bathroom with tub and showerbrbrWith its two suite layout, sunset views, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 509 by Tropical Sands Accommodations is a comfortable and convenient home base for enjoying island life. Relax by the pool, watch the boats drift by, and settle into the easy rhythm of Siesta Key. Book your extended stay and make this your coastal retreat.

Harbor Towers 509 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$322.58

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 West, 5th Floor Corner Unit! brbr brbrNew listing in a prime Siesta Key location! This 5th-floor West Tower condo at Our House at the Beach offers stunning west-facing views of the world-famous Siesta Key Beach, with heated pool and tennis courts on-site. Enjoy bike rides, jet skis, sunset cruises, or relaxing on the soft, powdery sand—your perfect beach vacation awaits! brbr brbrLOCATION HIGHLIGHTS: brbr- Across the street from the beach, beach views brbr- Heated communal pool, grills. tennis courts brbr- About 1.25 miles to Siesta Key Village - enjoy a nice evening walk or jump on the nearby trolley stop brbr- Golf carts are welcome brbr brbrPROPERTY FEATURES: brbr- 2 Bedroom/ 2 bathroom 5th floor condo (1698 sq dt) brbr- Wrap-around private balcony with views of the beach brbr- Floor to ceiling sliders brbr- Dedicated WIFI (complex is currently making upgrades to the wifi) brbr- Self check in brbr- Assigned parking spot brbr- Central A/C with ceiling fans brbr- Private washer and dryer brbr brbrLIVING ROOM: brbr- Open, spacious layout with tons of natural light brbr- L shape couch with additional seating brbr- Panel-style sliding blinds for adjustable comfort brbr- WiFi and DirecTV included brbr- Balcony access with full views of Siesta Key Beach brbr brbrKITCHEN AND DINING: brbr- Full kitchen with stainless steel appliances, granite countertops brbr- Equipped with pots, pans, dishes, utensils, small appliances brbr- Dining table seats 4 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master Bedroom: king bed, en-suite bathroom, large closet, full ocean views brbr- Guest Bedroom: queen bed, east-facing island views, closet, no cable TV but has streaming capabilities brbr- Blow-up queen air mattress available for two people brbr- Master ensuite bathroom: vanity with tub/shower combo brbr- Guest bathroom: walk-in shower with vanity brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, a 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/vaping 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 West Tower during August, September, and October 2026. Work will be done between 8am-4pm and there may be noise from construction. brbr brbrWE'D BE DELIGHTED TO HOST YOU AND HELP MAKE YOUR SIESTA KEY STAY TRULY MEMORABLE!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.

Ocean Views in Our House at the Beach, Full Gulf Views from Balcony, Heated Pools!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$188.94

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.brPlease note: THE MINIMUM RENTAL PERIOD IS 14 DAYS.brOur condominium is privately owned and decorated, unique and beautifully maintained. Check out the amenities and photos!brOur unit has an assigned carport. brWhy just go to Florida when you can visit the #1 Beach in the USA! White Sands Village is a short 0.3 mile from Siesta Public Beach. No need to worry about Beach Parking while staying here at White Sands Village.brbrSiesta Beach: Rated 2021 #1 beach in Florida by Holidu https://www.bizjournals.com/tampabay/news/2021/06/23/siesta-key-beach-named-no-1-beach-in-the-state.html, 2020 Tripadvisor #1 beach in the USA https://www.sarasotamagazine.com/news-and-profiles/2020/08/siesta-key-beach-named-no-1-in-the-country-again-tripadvisor , Dr Beach 2017 #1 beach in the USA https://www.drbeach.org/2017-siesta-beach-sarasota-floridabrbrSORRY, NO PETS.brbrThe condo is NOT ADA ACCESSIBLE. NO SMOKING.brbrThe first sign that White Sands Village is the right place for you are the grounds, seven acres beautifully landscaped with palm trees, live oaks, flowering shrubs and tropical flowers.brOur pool is heated year-round to a warm 86º, so you can enjoy a swim even during the cooler months. Catch a bit of sun on a lounge chair, or sit in the shade and enjoy a bit of vacation reading.brPublic tennis/pickleball courts are just across the street.brFour lighted gas grills, on the White Sands property, are available for your use.brOne covered parking space is provided for each unit, with additional parking available.brLaundry facilities are available at four locations.brLinens are supplied and kitchens are fully equipped in each of our one- and two-bedroom rental units.brSit by the peaceful lagoon connected to the Intracoastal Waterway.brIn addition to the stunning Siesta Key Public Beach, there are two additional Gulf of Mexico beaches on Siesta Key, as well as great little shops and restaurants. You’ve got easy access to boat rentals, jet ski rentals, parasailing…recreation awaits you!brCrescent Beach, just south of the public beach, is a quieter and more private beach, with only one public access road. Its southern tip is the Point of Rocks, a great snorkeling and diving area with coral reefs that often harbor abundant marine life.brTurtle Beach, south of Crescent Beach, is a great family play area, with a playground, horseshoe pit, boat launch, volleyball court and picnic tables. It’s also a good place for finding shells and perhaps some shark teeth. Here you can launch your boat, fish in Blind Pass Lagoon, or eat in a nearby restaurant.brSiesta Key Village is full of shops and restaurants. You can buy just about everything you need to enjoy your beach vacation, including beachwear, sun products, and toys. There are also little boutique shops where you can indulge your love of unique clothing, jewelry, flowers and scented lotions. Several local restaurants offer patio dining, which you can enjoy from breakfast spots to dinner and evening entertainment.

Walk to Siesta Beach, Heated Pool, Wifi, Renovated Ground Floor Condo

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$281.89

Siesta Sands Beach ResortbrOne Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Rocks at Siesta Key South Village, Sarasota, FLThe powder white sands of Siesta Key Beach are only a few steps away. Enjoy a beach-side tiki hut - for the exclusive use of Siesta Sands guests.Siesta Sands Beach Resort is a perfect vacation spot located directly on Siesta Key beach. This small resort has two heated pools, a private tiki hut (perfect for watching sunsets) and barbecue grills. Beach toys, chairs and Ping-Pong equipment may be checked out at the front desk.. brSunnyside Properties offers one bedroom units for rent during the months of February and March. All units offer a fully equipped kitchen with dishwasher and microwave, cable television, central heat and air, linens, private phone and coin operated laundry facilities on site. Located on the second floor, our units overlook the larger of the two pools on the property. They are about 200 feet from the powder white sands of Siesta Key beach with no roads to cross.brbrUnits 203 has one bedroom with two queen size beds, two full bathrooms and a sofa sleeper in the living room. This unit comfortably sleeps 6 adults. brbrSiesta Sands Beach Resort is located at 1001 Point of Rocks Road. This location is just a short walk to the Mid Key Siesta South Village shopping and restaurants. Here you will find the legendary Captain Curt's Seafood Restaurant, CB's Saltwater Outfitters for fishing supplies and boat rentals, a small grocery store, a 7-Eleven convenience store, a liquor store, a pizza place and many other fine and casual dining opportunities.brbrIf you need anything during your stay at Siesta Sands Beach Resort, there is an on-site office.

SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR

Siesta Key, Florida, United States

1

Bed

Bath

Sleeps

$458.32

This condo offers the best of all worlds, with cleanliness and steps from the private beach. Avoid the crowds of the public beach in this beautiful private beach with the lounge chairs already at the beach for your convenience. Literally yards from the beach, exit the ground floor condo and walk 100 yards to the gate to the private beach. Only 2 miles from the village, with an easy close by trolley stop just outside the complex. Beach cart, umbrella, cooler, beach toys and towels provided for your convenience! Look no further. If traveling with multiple families, other condos available so you can all be close together at same private beach. Ask me! brbrOne bedroom with comfortable king size bed, duvet and duvet covers, so no dirty comforters here. Additional queen sized sleeper sofa in the living room, comfortably sleeps 4. Full sized kitchen with all appliances and kitchen needs to make you feel at home. brbrThis ground level unit provides easy in and out access without busy lobbies or elevators to deal with. A day at the beach should truly be a day at the beach and this unit will provide you with that comfort!

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$269.13

Location, view & value. This is the best location, the best value, and absolutely the most stunning view in Siesta Key. There’s even a nice view of Sarasota Bay and the mainland from your kitchen window. Views galore from every room (except for 1 closet). brbrThis 11th floor condo has both panoramic views of the Gulf of Mexico and the beach that was voted #1 in America in 2011 all at a great price. (Photos are not distorted or touched-up. These are the actual views!) What you see is what you get. You get all the privacy and comfort and serenity that you desire. The 2 bedroom 2 bath split plan provides privacy for multi-generational family vacations or is ideal for 2 couples. The lanai runs the full length of the gulf side of the condo with access from both bedrooms and the living room. View mesmerizing sunsets in total privacy. Only the pelicans flying by can see you. brbrCondo amenities include: Leather furniture; flat screen TVs with DVD player and cable service; internet access; free local and long distance calling throughout the United States, Canada and Puerto Rico; bed linens and towels; and cookware and dishes. Each condo has an assigned parking spot. Basic supplies are provided for guests so you don’t have to rush out to shop. Come as you are and just sit back and enjoy the beach. brbrThe Crystal Sands condominium community has 2 pools nestled among beautiful lush tropical landscaping. There are 2 separate banks of elevators. The glass elevator offers impressive views of Siesta Key, Sarasota, and the bay. Beach chairs and loungers are provided by the condo association and cabanas are available for rent. brbrThere are beach activities galore ranging from lazing in the sun or sauntering along the white sandy beach to jet skiing or parasailing and everything in between. The newly remodeled Public Beach area has new tennis courts, picnic areas, playgrounds, plus many more features. brbrSiesta Key is conveniently located for enjoying all kinds of activities—nature, cultural, sports, plenty of recreational shopping, and fine dining nearby for all budgets and tastes.brbrNature:brbrMyaaka River State ParkbrSelby Botanical GardensbrMote Marine LaboratorybrBig Cat HabitatbrSave our Seabirds brJungle GardensbrLegacy Trail (Rail to trail) biking and hikingbrbrSports:brbrGolf (over 50 courses in the Sarasota/Bradenton area)brFishing chartersbrTennis brOriole Baseball Spring Training (Sarasota)brPirates Baseball Spring Training (Bradenton)brbrCultural:brbrRingling Museum of ArtbrVan Wezel Performing Arts HallbrCircus SarasotabrHistoric Spanish PointbrSarasota BalletbrSarasota OperabrFlorida Studio TheatrebrAsolo Repertory TheatrebrbrDining and Shopping:brbrSiesta VillagebrSt. Armand’s CirclebrDowntown br3 area mallsbrNearby restaurants for every budget and tastebrbrDay Trips to Tampa and Orlando offer even more great experiences.brbrbrKeywords: Best beach, gulf front, sunsets, Crystal Sands

Over 180 Degree View of the Siesta Key Beach and Gulf!!! Crystal Sands Tower

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$327.96

This spacious large ground floor corner unit is just steps away from the pool, hot-tub, fishing pier and poolside BBQ's. One of the few units with an incredible direct view of the bay and pool. Voted the #1 beach in the USA, Crescent Beach, with it's beautiful quartz sand which looks and feels like powdered sugar, is just a short walk through the Palm Bay Resort. Beach lounge chairs and umbrellas are provided for you at the beach.brbrThis condo easily sleeps 6 with a king size bed in the master bedroom, two double beds in the second bedroom, and a queen size pull-out couch. brFully furnished kitchen with all new appliances. Free wireless internet, 42 TV in the living room and a 32 TV in the master bedroom. Puzzles, board games and books are provided in the unit. Nicely decorated with a coastal theme, this condo is perfect for a beach vacation!brbrAmenities include:br2 heated pools brhot tubbrlighted tennis courtsbrfitness centerbrBBQ grillsbrfishing pierbrprivate beachbr24 hour securitybrlaundry facilities on each floorbrboat docks available for rental through the Palm Bay Clubbrfree shuttles to Siesta Village take the hassle out of driving and parkingbrbrNo smoking permitted in the unitbrNo pets permitted. Service animals require prior approval from the Palm Bay Club. brbrPets are not permitted brbrCondos are only allowed one parking space. Parking passes must be picked up at the front office upon arrival. The Palm Bay Club does not issue visitor parking passes during Spring Break and Holiday weeks.

PARADISE ! 2 bedroom 2 bathroom with incredible views

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$323.6

Retreat to the gorgeous 2BR 2Bath oasis offering easy access to the sun-soaked Siesta Key Beach, Siesta Key Village, and many more attractions. The unit's design, comforts, amenities, and sunny outdoors with the swimming pool provide everything you need to relax, recharge, and have a perfect Gulf Coast stay!brbr✔ 2 Comfy BRsbr✔ Open Design Livingbr✔ Full Kitchenbr✔ Smart TVsbr✔ High-Speed Wi-Fibr✔ Quadplex Amenities (Pool, BBQ, Lounges, Washer/Dryer, Parking)br✔ Walk to Private BeachbrbrSee more below!brbr---The space---brbrThis gorgeous home offers an ideal base for an unforgettable Siesta Key visit. The open-concept living area is where you'll create the most memorable moments with your loved ones. Cuddle up on the sofas and watch a movie, discuss your adventures, or prepare delicious bites in the fully equipped kitchen. brbrYou won't have to leave the property quadplex whenever you want to enjoy the great outdoors. The home offers a shared patio with a heated swimming pool, lounge seating, and an al fresco dining area.brbrAs the sun goes down and you are done adventuring for the day, two comfortable bedrooms will provide all the rest you need to continue writing the Florida fairy tale.brbr★ LIVING ROOM ★brGather 'round to watch the new season of your favorite show, gaze at the scenic surroundings, and much more in the heart of the modern open-floor living area.brbr✔ Snug Sofa, Loveseat and Window Seating Nook with Pillowsbr✔ Smart TV with Rokubr✔ Cozy Sofa Chairbr✔ Large Wooden Tablebrbr★ KITCHEN & DINING ★brThe fully equipped kitchen and the dining area occupy the second part of the open-concept design living area. It boasts a contemporary design, spacious countertops, and modern cooking amenities. Grab fresh ingredients and prepare some delicious dishes.brbr✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Toasterbr✔ Blenderbr✔ Coffee Makerbr✔ Refrigerator/Freezerbr✔ Dishwasherbr✔ Sink - Hot & Cold Waterbr✔ Platesbr✔ Glassesbr✔ Silverwarebr✔ Pots & PansbrbrStart the day with a tasty breakfast and a cup of coffee at the kitchen bar. The dining table will be the best choice for the occasion if you decide to have a delicious lunch or dinner in the condo.brbr✔ Dining Table with Seating for 6br✔ Kitchen Bar with Seating for 3brbr★ SLEEPING ARRANGEMENTS – 2 BEDROOMS + LIVING ROOM ★brHere, you will find the comforts needed to rest and relax after a fabulous day exploring Siesta Key. Get those precious hours of sleep; tomorrow is a new and exciting day!brbr♛ Master Bedroom: King-Size Bed, Smart TV, Juliette Balcony, Ensuite Bathroombr♛ Bedroom 2: Queen-Size Bed + Bunk Bed (Twin over Twin)br♛ Living Room: Queen Sofa BedbrbrBoth bedrooms are equipped with a similar set of amenities.brbr✔ Premium Pillows, Linens, and Sheetsbr✔ Smart TVsbr✔ Closets with Hangers and Shelvesbr✔ Dressers with Spacious Drawersbr✔ Night Stands with Reading Lightsbrbr★ BATHROOMS ★brThe unit boasts two full bathrooms stocked with fresh, clean towels in all shapes and sizes to provide a carefree stay.brbr✔ Bathtub with a Showerbr✔ Vanitybr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Essential Toiletriesbrbr★ SHARED OUTDOORS ★brAre you too tired and want to relax from all activities and adventures, or do you enjoy soaking up the sun without leaving the property We've got a few places just for that! Step onto the patio, where you can cool off in the swimming pool, prepare BBQ meals, and lounge the day away!brbr✔ Luxury Heated Swimming Poolbr✔ Sun Loungesbr✔ Dining Tables with Parasolsbr✔ Gas BBQ Grill brbrPlease let us know if you have any questions regarding our retreat. Happy Travels! brbr---Guest access--- brbrThe unit is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. The backyard and the pool area are shared with the other guests of the quadplex.brbrOther than the already mentioned amenities, our home also comes with the following:brbr✔ High-Speed Wi-Fibr✔ Self Check-In (Smart Lock)br✔ Travel Crib (available upon request)br✔ Air Conditioningbr✔ Heatingbr✔ Iron/Boardbr✔ Washer/Dryer (in the Building)br✔ Beach Accessories (Chairs, Wagon, and Umbrella)br✔ Free Parkingbrbr---Other things to note---brbr★ ADDITIONAL ACCOMMODATION ★brTraveling in a larger group, or your preferred dates are already taken You'll be happy to know that we offer additional accommodation in the quadplex and the area. Feel free to browse our profile for a detailed list of fantastic stays.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 to accommodate 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 for your understanding.brbr---Interaction with guests ---brbrWe will be accessible 24/7 for our guests via phone, text, or the VRBO 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!brbr---The neighborhood---brbrThe quadplex is on a private street with a gated beach access point in Siesta Key, a tropical haven on the west coast of Florida that embodies the essence of paradise—known for its powdery white sands, crystal-clear waters, and laid-back atmosphere.brbrSiesta Key is renowned for having 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, paddle boarding 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 surely be looking to visit during your stay.brbr✔ Siesta Key Beach (2 min walk away) – Gated Accessbr✔ PARASAIL SIESTA (2 min away)br✔ Crescent Beach (2 min away)br✔ Siesta Key Watersports (4 min away)br✔ Siesta Key Village (5 min away)br✔ Marie Selby Botanical Gardens (14 min away)br✔ Sarasota Jungle Gardens (24 min away)br✔ Lido Key Beach (24 min away)br✔ South Lido County Park (25 min away)br✔ Mote Marine Laboratory & Aquarium (26 min away)br✔ St. Petersburg (55 min away)br✔ Tampa (1h 5 min away)br✔ Fort Myers (1h 18 min away)brbr***Distance times are calculated if traveling by car.brbr---Getting around---brbrIf 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 Trolleybr✔ 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)

Private Vacation Home

Sun-Soaked & Relaxing Gem ~ Steps to Beach ~ Pool!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$332.45

Take it easy at this unique and tranquil getaway. Equipped with all the essentials for a beach vacation all you will need is sunscreen and bathing suits! You are just a few minute walk to the Village with night life and great restaurants. If you are looking for more space there is also a 3 bedroom 3 bath house that neighbors this Cottage that can be rented by itself. Or if you need both we can arrange this as well just inquire and we will see if we have both open!

Cottage

Cozy Cottage with Hot Tub

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$790.71

Make some memories at this unique and family-friendly place. Enjoy this lush and tropical pool area that will almost make you forget that a highly rated sometimes rated #1 Beach is just steps away! Provided for you are all the necessary beach items like beach towels and chairs and more! If you are looking for a little more space there is also a 1 bedroom 1 bath Cottage right next door that can be rented as well. Please inquire to see if we have both open at the same time.

Private Vacation Home

Tropical Paradise 3 Bed 3 Bath House

Siesta Key, Florida, United States

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Bath

Sleeps

$427.38

Enjoy your beachfront vacation condo here in Siesta Key, with perfect sandy beaches right out your door. Siesta Key is a barrier island along the southwestern coast of Florida and is considered by beach experts to be one of the most beautiful beaches in Florida. When you stay with us at Siesta Dunes Condominiums, you stay in style and comfort, just a short walk from the lovely beach.brbrLet’s face reality. If you’re coming to Siesta Key, you want to be on the beach. You'll appreciate the privacy and value when you skip the crowded hotels, and stay in a vacation condo. And if you enjoy playing with other people while on vacation, look forward to our saltwater pool, hot tub, beach side grill, beach deck and more.brbrEnjoy the fantastic view from this 3rd floor unit overlooking the pool and the gulf of Mexico. The neutral decor in this unit is very pleasant and it is fully equipped for your vacation. Recently tiled the living area and dining room. Very well maintained property.brbrEnjoy the fantastic view from this 3rd floor unit overlooking the pool and the gulf of Mexico. The neutral decor in this unit is very pleasant and it is fully equipped for your vacation. Recently tiled the living area and dining room. Very well maintained property.

Enjoy the fantastic view from Siesta Dunes 5-307 overlooking the Gulf of Mexico.

Siesta Key, Florida, United States

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Bath

Sleeps

$338.22

Escape to your private oasis on Siesta Key! This spacious villa offers the best of both worlds: direct access to the #1-rated Siesta Key Beach through your own private beach area, and stunning views of the Intracoastal Waterway where you can watch boats go by or launch your own kayak. br br Unwind in comfort and style: br - Spacious Villa for 7 with a king bed in the master bedroom, queen bunk beds in guest room, and pull-out full bed. br br - Fully equipped kitchen, living room, dining room, and lanai for relaxing meals and family time. br - Two heated pools and a Jacuzzi for refreshing dips. br - Four convenient BBQ grill stations, two right by pool and beach. Covered carport with seating for enjoying the outdoors. br - Washer and dryer inside for added convenience. br - Community shed stocked with bikes, coolers, water toys, and more (availability may vary). br br Prime location for all: br - Short drive to the mainland for world-class restaurants and shopping. Free Siesta Key Trolley for island exploration. br - Uber Quiet, street for peaceful nights. br - Attached carport for covered parking. br br Unique benefits for your perfect vacation: br - Private villa living with ample space and privacy rare on Siesta Key! Easy access to both the beach and Intracoastal Waterway just a short walk! Exclusive private beach access at Horizons West soak up the sun in paradise! Heated pools and hot tub for year-round enjoyment. br - Endless beach days on soft, white sand. br - Large, heated pool for hours of fun. br - Family-friendly atmosphere in the Pool House area.br Amenities Include:br - washer dryer: Yesbr - Gulf Side: Yesbr - Bed Size MBR: Kingbr - # of Baths: 2br - Bed Size Guest BR: Full / Full (bunkbeds)br - Conf Line 1: Updated Beachsidebr - Conf line 2: Villa w/ New Furmiturebr - Conf Line 3: & washer dryerbr - Ice Machine: Yesbr - Sofabed: Futon Couch

Villa

Beachside Villa at Horizons West D-3

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$573.82

The Cabana is small but mighty! A fully equipped kitchen complete with granite countertops, and a breakfast bar, with all of the comforts of home.The master bedroom has a King size Serta ICOMFORT Memory Foam Gel bed with a flat screen TV, and an attached European Rain shower bath. The second bedroom is two, twin Serta ICOMFORT Memory Foam Gel beds with a flat screen TV. The second tub/shower bathroom is off the kitchen area. Living room and dining areas are combined, equipped with 65 flat screen TV and Blu-ray player. ( Maximum 4 Guests).

Cottage

Cabana Cottage Across street from Beach and Heated Pool

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$338.45

Welcome to Your Siesta Key Paradise: Anchorage Unit 506brbrDiscover the epitome of coastal charm in this beautifully furnished 2-bedroom, 2-bathroom condo nestled on the shimmering shores of Siesta Key at The Anchorage. With approximately 1,287 sq ft of bright, open-concept living space, this unit offers a perfect vacation retreat with luxurious comforts and resort-style amenities.brbrHighlights of Unit 506brAiry & Open Layout: Enjoy a spacious living/dining area full of natural light, seamless laminate–vinyl flooring, and stylish window treatments, blending comfort with coastal elegance .brbrGourmet Kitchen: Thoughtfully upgraded with modern countertops, stainless appliances, cabinetry, and dishwasher—ideal for cooking beachside dinners brbrPrivate Balcony: A 30-foot expanse overlooking the Gulf, Intercoastal, and Sarasota Bay—perfect for morning coffee or sunset cocktails. brbrComfortable Bedrooms: Two large bedrooms featuring walk-in closets in the primary suite and updated bath, offering a restful haven after a beachfront day brbrBedroom Layout:brMaster Bedroom: King Bed / 42 TVbrGuest Bedroom: 2 Queen Beds / 32 TVbrbrUpdated Baths: Two full bathrooms refreshed with modern touches to elevate your stay.brbrVacation-Ready Furnishings: Fully furnished condo ensures guests feel instantly at home with all comfort essentials included.brbrAnchorage Complex AmenitiesbrStep beyond your door into a resort landscape that caters to relaxation, recreation, and waterfront adventure:brbrPrivate Beach Access: Walk across the street to pristine Siesta Key beach—fine white sand and all-day sunshine await. We provide beach toys, chairs, an umbrella and a handy cart to get all your gear to and from the unit.brbrSaltwater Pool: A heated, Olympic-size pool surrounded by lush tropical landscaping creates a perfect sunbathing or swimming environment.brbrPickleball & Tennis Courts: Spark friendly matches on three lighted courts courtside, available day or night. Racquets and balls can be checked out at the front desk. brbrUnbeatable LocationbrAnchored at the intersection of Midnight Pass Road and Stickney Point Bridge, Unit 506 provides a gateway to everything Siesta Key and Sarasota have to offer:brbrBeach Bliss: A leisurely stroll to powdery, award-winning Siesta Key Beach.brbrWater Wonders: Kayak, paddleboard, or boat from the community seawall or rent right next door.brbrBoat Dock/Boat Slips: Dockage along the intracoastal seawall—ideal for boating enthusiasts; launch rentals are nearby. (small daily fee applies)brbrFitness Facilities: Stay active and unwind with a full gym.brbrCommunity Clubhouse: A gathering spot with grilling and picnic areas—perfect for family and friend get-togethers.brbrSecurity & Convenience: Secure gated access, elevators, covered parking/carport, on-site laundry, additional storage, and Wi‑Fi throughout.brbrDining & Entertainment: Stroll to beachside cafés, ice cream shops, seafood restaurants, and lively bars along Ocean Boulevard and Siesta Village. Directly on the free trolley stop.brbrInland Adventures: Quick mainland access via Stickney Point Bridge to downtown Sarasota’s theaters, art galleries, and upscale restaurants.brbrNature & Parks: Close to Red Bug Slough, Phillippi Estate Park, Twin Lakes, and Marie Selby Botanical Gardens—ideal for biking, kayaking, or picnicking.brbrAirport Access: Just a 20–25 minute drive to Sarasota–Bradenton International Airport.brbrIn SummarybrUnit 506 at 6415 Midnight Pass is more than a condo—it’s your coastal escape on Siesta Key. Spacious, stylishly modern, and brimming with amenities, this turnkey vacation home puts you steps from the sand and minutes from Sarasota’s vibrant culture.brbrWhether you're planning a peaceful beach retreat, a sporty family vacation, or a romantic getaway, Anchorage Unit 506 offers unforgettable memories under the Florida sun.brbrBook today and let Gulf breezes, sunsets, and Siesta Key charm become part of your vacation story.brbrJanuary through March, we will only accept a Saturday to Saturday stay, 7 nights required. For any other travel dates, please inquire about availability. For your convenience, there is an onsite coin-operated washer and dryer on each floor.brGuest must be 25 and up to rent this condo. ID is checked upon check in to the resort

Private Beach Access - Siesta Key 2 BD/2Bath Condo - New Furnishings!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$118.65

Beautiful sunsets with an outstanding view of the Gulf, the Intercoastal and the Pool area. Turtle beach is a block from the condo and Siesta Beach which is ranked in the top 10 beaches in the world is nearby. This completely furnished two bedroom, two bath Condo is well maintained and located on the second floor with elevator. Parking and boat docking included. A view of the Ocean and beautiful sunsets. Ophelia's Seafood Restaurant (*****) on the Bay is across the street. Turtles Restaurant (****) is a one block walk with Turtles Pub next door.

The entrance on Siesta Key

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$352.76

Spacious 2BR Beachside Oasis on Siesta Key – Point of RocksbrbrDiscover the allure of Siesta Key from the comfort of this 1200 sqft vacation rental, perched on the 2nd floor of the Point of Rocks Trip-Plex the peaceful Point of Rocks neighborhood. This two-bedroom, two-bath unit is an ideal retreat for families or groups seeking a blend of luxury, comfort, and accessibility to the beach.brbrAccommodation Highlights:brbrUnit 1010 is one of three units in the Point of Rocks Tri-plex. It is on the second floor and has private living spaces, a kitchen, bathrooms, and bedrooms. The outdoor spaces, including the pool and the wrap-around balcony, are shared with the other two units. brbrLiving Spaces: This rental boasts a spacious living room and an additional den, offering ample space for family time, watching TV, or indulging in a good book. The interiors are designed to reflect the serene beauty of Siesta Key Beach, creating a tranquil haven for guests. The large kitchen is fully equipped with everything needed for meal preparation and features a charming breakfast nook, perfect for savoring your morning coffee or a casual meal.brbrTwo Welcoming Bedrooms: Each bedroom is a private retreat, designed for rest and relaxation after a day of Siesta Key adventures. The two bathrooms ensure convenience and privacy for all guests.brbrExperience the best of indoor-outdoor living with two balconies. The front balcony offers a picturesque view of the street, ideal for enjoying the vibrant Siesta Key ambiance, while the back balcony overlooks the shared heated pool, providing a serene spot to unwind.brbrShared Heated Pool: The shared heated pool is a focal point for relaxation and socializing, perfect for a refreshing swim or lounging in the Florida sunshine.brbrPrime Siesta Key Location: Just a half block walk from Beach Access 13, this rental places you in the heart of Point of Rocks, known for its breathtaking natural beauty and proximity to the pristine sands of Siesta Key Beach.brbrDiscover Siesta Key: From snorkeling in the clear waters to exploring the local dining and shopping scene, everything is within easy reach. The unique charm of Siesta Key Village, with its shops and restaurants, is just a short walk/bike ride/ drive away.brbrEasy Transportation: With convenient access to the Siesta Key Trolley from Point of Rocks, exploring the island's attractions has never been easier. This complimentary service is an excellent way to visit the key's renowned beaches and vibrant communities.brbrThis two-bedroom, two-bath rental offers an unparalleled blend of space, comfort, and location. Whether you're lounging on one of the balconies, enjoying family time in the den, or exploring the enchantments of Siesta Key, this beachside oasis is the perfect setting for an unforgettable vacation.brbrAdditional Amenities:br- Washer and Dryerbr- Beach Supplies - beach chairs, umbrella, cooler, a beach cart and beach towelsbr- Pool Toysbr- Linens and TowelsbrbrPet Policybr1010 Point of Rocks is Pet friendly for dogs up-to 60lbs. Guests are allowed up-to a maximum of 2 dogs. There is an additional pet fee of $35/night/pet.brbrWhat's provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. brbr**Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at the time of booking.br**Your inquiry on our property will be responded directly to your personal email. Please keep a lookout for our response so we may best serve your request

100' from the beach, Spacious 2BR Siesta Key Oasis

Siesta Key, Florida, United States

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