Vacation Rentals By Owner In Siesta Key, FL

$387.89

Villa 10 - Premium - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico impress even the most seasoned travelers, offering the perfect backdrop for soul-soothing walks and breathtaking sunsets. Aloha Kai is the ideal spot for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

1

Bed

1

Bath

2

Sleeps

$561.23

/ Nightly

Villa

Villa 07 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Life is good at the beach! This light, bright, and beautifully maintained 2-bedroom, 1-bath villa at Aloha Kai is ready for your arrival—just drop your bags and head straight to the pool or beach. Featuring stainless steel appliances, an open-concept floor plan, and a screened porch, the villa offers the perfect blend of comfort and style. Located on Siesta Key, a renowned barrier island on Florida’s Gulf Coast, Aloha Kai is a gated, family-friendly resort nestled in the heart of Crescent Beach—the #1 rated beach in the continental United States. Known for its powdery white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation destinations. The pristine shores of Crescent Beach and the clear, calm waters of the Gulf of Mexico leave a lasting impression on even the most seasoned travelers. Stretching over three miles, Crescent Beach is perfect for soul-soothing strolls and witnessing some of the most breathtaking sunsets you’ll ever see. Aloha Kai provides the ideal setting for a relaxed beachside getaway, inviting you to lounge under shaded beach pavilions or cool off in the largest pool on Siesta Key—everything you need for a memorable vacation.

2

Bed

1

Bath

6

Sleeps

Select Dates for Price

Villa

Villa 8 - Premium - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

New photos coming soon! Rest, relax, and renew with a trip to the beach at Villa 8 in Aloha Kai. This inviting villa features a guest bedroom complete with twin beds—perfect for inviting the kids along. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s top vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico impress even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you’ll ever see. Aloha Kai is the perfect spot for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

2

Bed

1

Bath

4

Sleeps

Select Dates for Price

Villa

Villa 4 - Premium - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

New photos coming soon! Villa 4 at Aloha Kai is the perfect beach getaway—light, bright, and designed to help you rest and relax. Spend your days lounging by the pool, soaking up the sun on the beach, or getting lost in a good book—the choice is yours. All you need is a willingness to unwind; everything else is provided for your comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its dazzling white quartz sand and emerald-green waters, Siesta Key is one of Florida’s top vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you’ll ever see. Aloha Kai is the ideal spot for a laid-back beach vacation, inviting you to relax under shaded beach pavilions or by the largest pool on Siesta Key.

1

Bed

1

Bath

2

Sleeps

$460.69

/ Nightly

Villa

Villa 3 - Standard Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Enjoy a relaxing getaway in Villa 3 at Aloha Kai, a cozy beach villa beautifully decorated with casual coastal charm. The screened porch provides the perfect spot for morning coffee, unwinding with a good book, or entertaining guests in the evening with a meal or cocktail. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key stands as one of Florida’s premier vacation destinations. The stunning, three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you’ll ever witness. Aloha Kai is the ideal spot for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

Bed

Bath

Sleeps

$453.83

/ Nightly

Villa

Villa 02 - Premium plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Villa 2 at Aloha Kai is beautifully situated on Siesta Key, a popular barrier island along Florida’s West Coast. This family-friendly, gated resort community is nestled in the heart of Crescent Beach, which is ranked as the number one beach in the continental United States. Known for its dazzling white quartz sand and vibrant emerald-green waters, Siesta Key is among Florida’s top vacation destinations. The pristine, three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offering the perfect setting for soul-soothing walks and unforgettable sunsets. Aloha Kai provides an ideal location for a relaxed beach getaway, inviting guests to unwind beneath shaded beach pavilions or by the largest pool on Siesta Key.

Bed

Bath

Sleeps

$396.91

/ Nightly

Villa

Villa 01 - Standard Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Villa 1 at Aloha Kai is ideally situated on Siesta Key, a popular barrier island along Florida’s West Coast. Nestled within the family-friendly, gated resort community of Aloha Kai, it lies in the heart of Crescent Beach—ranked the number one beach in the continental United States. Renowned for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation destinations. The stunning shores of Crescent Beach stretch over three miles, offering soul-soothing walks and some of the most breathtaking sunsets you’ll ever witness over the clear waters of the Gulf of Mexico. Aloha Kai provides the perfect setting for a relaxed beach getaway, inviting you to unwind beneath shaded beach pavilions or at the community’s pool, which boasts the distinction of being the largest on Siesta Key.

Bed

Bath

Sleeps

$427.38

/ Nightly

Condo

UPDATED 2 BEDROOM/2 BATHROOM GULF VIEW 2-204

Siesta Key, Florida, United States

Relax and Enjoy! This Newly remodeled Gulf-view apt offers all the comfort and amenities you expect in a vacation destination at the #1 Beach in the US. Open concept apt offers: Master suite w/ serene views overlooking the pool and the beach, king bed, flat screen HDTV & shower. Guest room w/ 1 Queen bed and 1 Twin bed, flat screen HDTV,DVD, shower tub combo. Living/Dining/Open kitchen area, flat screen HDTV/DVD. Free wifi and long distance to US & Canada. Screened Lanai overlooks pool, beach & perfect sunsets!

Bed

Bath

Sleeps

$279.75

/ Nightly

Condo

Stunning Ocean Views - Magnificent Sunsets - Beachfront Condo

Siesta Key, Florida, United States

Location, location, location... Beachfront condo with lush green palm trees, white powdery sand & beautiful aqua blue water views from the third floor... Enjoy the breathtaking mango colored sunsets every night from your private lanai... Enjoy having BBQs and picnics on the beach... Located at Siesta Key Beach, consistently ranked one of the best beaches in the world, with the famous Siesta Key Village a short walk away...brbrThe Best Place to be at the BeachbrbrYou will love the feel of the bright open floor plan and the elegant, beachy decor... from the moment you enter you will feel as though you are sitting on the beach. Enjoy watching the dolphins, sea shelling, swimming and the sun at the beach; or peacefully watch from the windows in the private lanai. You will love waking up each morning to the sounds of the beach and the smell & feel of the warm gulf breezes. Go for a morning walk or jog as the sun rises... have a tropical cocktail as the sun sets... brbrThe condo offers wireless internet access, cable TV and is fully equipped with flat panel TVs, DVD players, ceiling fans, washer & dryer (coin operated) and a covered parking space. The kitchen with white corian countertops is fully equipped with dishwasher, disposal, microwave, coffee maker, toaster, glasses, plates, flatware and cookware. The master bedroom has a large window that provides beautiful gulf views, private bathroom (tub & shower) and a walk-in closet. The second bedroom offers a queen bed a walk-in closet and bathroom (tub & shower) across the hall. Linens and towels are provided.brbrFabulous well groomed beach with lifeguards, picnic tables, BBQs, tennis courts, volleyball nets, a great playground and a well stocked concession stand. Walk to Siesta Key Village where you will find great shops, restaurants and fun entertainment. Enjoy Saturdays at the local farmers market. Beach chairs, umbrellas and toys are provided in our private storage unit.brbrOur full time property manager is on hand to assist you with your stay.brbrRelax, unwind and enjoy a memorable vacation at Siesta Key Beach!!!brbrYou must be 27 years of age to rent and there is No Smoking allowed in the unit.brbrbrbrKeywords: Condo

2

Bed

2

Bath

4

Sleeps

Select Dates for Price

Condo

Midnight Cove II 128F- Beautifully Appointed Condo!

Siesta Key, Florida, United States

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley Ã¢â‚¬â€œ itÃ¢â‚¬â„¢s FREE and find relief knowing you wonÃ¢â‚¬â„¢t be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal waterway while also being within walking distance to the Gulf of Mexico. Nestled in the beautiful, well maintained lush tropical grounds of Midnight Cove II with its marina, our bright and clean 2nd floor apartment is just steps away from the No #1 Beach of the USA (Crescent Beach). Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sunshade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world-renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7-night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Maybe you want to stay forever and have found your happy place Check out our website for a listing of units for purchase. We have an agent on site that can assist you in the purchase of one of our fabulous Vacation Condominiums.brbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Beach on Siesta Key and its world renowned pure white sands and breathtaking sunsets. This complex offers a heated pool, two tennis courts, pickleball, basketball, bike racks, BBQ area with grills and tables, fitness room, and a beautiful observation deck and even private docks available to rent (contact for details). br br Nestled in the beautiful, well maintained lush tropical grounds of Midnight Cove II with its marina, our bright and clean 2nd floor apartment is just steps away from the No #1 Beach of the USA (Crescent Beach).

1

Bed

1

Bath

2

Sleeps

$233.62

/ Nightly

Condo

Midnight Cove II 333F - Bayside Beauty!

Siesta Key, Florida, United States

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley Ã¢â‚¬â€œ itÃ¢â‚¬â„¢s FREE and find relief knowing you wonÃ¢â‚¬â„¢t be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracostal waterway while also being within walking distance to the Gulf of Mexico. Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Maybe you want to stay forever and have found your happy place Check out our website for a listing of units for purchase. We have an agent on site that can assist you in the purchase of one of our fabulous Vacation Condominiums.br br Enjoy this newly renovated light and bright 3rd floor condo with premium features with beautiful views from the lanai.

2

Bed

1

Bath

6

Sleeps

$331.6

/ Nightly

Condo

Harbor Towers 418 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Harbor Towers Unit 418 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 418 is a newly remodeled three-bedroom, three-bath condominium with a bonus room, ideally located within the Harbor Towers Yacht and Racquet Club. Offering marina and Sarasota Bay views, an open concept layout, and a screened lanai, this spacious residence is well suited for extended stays with couples or families seeking comfort and room to spread out on Siesta Key.brbrHighlightsbr• 13-night minimum staybr• 3 Bedrooms / 3 Bathrooms plus bonus roombr• Sleeps up to 6 guestsbr• King bed and two Queen bedsbr• Marina and bay viewsbr• Screened lanaibr• Wood flooring throughoutbr• Fully equipped kitchen with stainless steel appliancesbr• Open-concept living and dining spacebr• Covered parking spacebr• Gated waterfront communitybr• Two heated pools and three Har-Tru tennis courtsbrbrGuests at Unit 418 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 known for frequent dolphin and manatee sightings. Additional shared features include a fitness center and sauna, waterfront gazebo and seawall seating, grilling areas, and scenic walking paths throughout the gated community.brbrThe condo features a bright, open layout designed for comfort and connection. The living area is furnished with a modern leather sectional and flat-screen TV, flowing seamlessly into the dining area with seating for six. The home includes a fully equipped kitchen with an updated marble finish, stainless steel appliances, and counter seating with three bar stools, making meal preparation and casual gatherings easy. A bonus room offers additional living space with a high top table, seating, and beautiful views of Sarasota Bay, creating a perfect spot for reading, games, or quiet relaxation.brbrThe primary bedroom features a king bed, flat-screen TV, marina views, and an ensuite bathroom with a walk-in shower. The second guest bedroom includes a queen bed, Roku TV, and water views, with a nearby bathroom offering a walk-in shower. The third guest bedroom also features a queen bed and a private bathroom with a walk-in shower, providing comfort and privacy for all guests. Bedding and bath towels are provided.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Second Guest Bedroom: Queen bed, nearby bathroom with walk-in showerbr• Third Guest Bedroom: Queen bed, ensuite bathroom with walk-in showerbr• Bonus Room: Flexible-use space with bay viewsbrbrWith its spacious layout, water views, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 418 by Tropical Sands Accommodations offers a refined yet relaxed way to enjoy life on Siesta Key. Gather with family, unwind by the bay, and settle into the rhythm of island living. Book your extended stay and make this beautiful retreat your home away from home.

Bed

Bath

Sleeps

$732.19

/ Nightly

Private Vacation Home

Gertrude's Siesta | 4-min Walk to Beach & Village | Balcony & Tropical Patio

Siesta Key, Florida, United States

Casa Van LopikbrLarge 3BR home in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on the island. Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy tropical “communal” patios tiki-bar and alfresco dining area. Free bikes and paddleboards. Sure to provide a combination of fun and relaxation you can't get in other vacations so book a special getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiestabr brbrWhat Guests Lovebr∙ Beaches – 4-min walk to award-winning beachesbr∙ The Village – 4-min walk to shopping dining and entertainment world famous Siesta Villagebr∙ Relaxing – tropical communal patios tiki-bar and alfresco diningbr∙ Sunsets – 4-min walk to best sunsets in America & 300-degree Gulf viewsbr∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ Activities – bikes and paddleboards provided, scooter and golf cart rentals nearby br∙ Island Trolleys - you're already where you want to be, but they're free:)br∙ The Memories – walk to all siesta key is top attractions and guaranteed fun for allbrbrThe BeachbrOur beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.brbrThe HomebrLarge 3BR home with king beds in both master bedrooms. Out-door grilling and dining (shared), open floor plan perfect for bigger groups, surrounded by palms. Deeded access to the Grand Canal across the street. Set in the Village just 4-min walk to the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.brbrBedroom DetailsbrIt's a large 3BR with living space on the second and third floors. Two king BRs one with a southerly Juliette balcony, one bunked BR containing 2 full over queen beds, large 120' sofa in the living room, and one or two tempur-pedic rollaway beds. Sleeps up to 12. If you need more space, I can get an additional unit nearby. brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, umbrellas, and a few bikes and a paddleboard. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrHousehold Items ProvidedbrWe provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrWhat to BringbrIt's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. brbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

Bed

Bath

Sleeps

$1893.33

/ Nightly

Private Vacation Home

7 Bedroom Luxury Home with Private Pool on Siesta Key!

Siesta Key, Florida, United States

Welcome to Las Palmas! This gorgeous new home on Siesta Key offers luxury around every turn. Stay with up to 16 guests in this 7-bedroom, 7.5-bathroom home, complete with a private pool and spa area, fenced in yard, large full kitchen, dining room, two living spaces with a game room, and much more! Spend time outside by the pool, featuring a kid’s slide, rain curtain, pool fountains, and hot tub, all conveniently position by the patio lounge area with a BBQ grill, Mini Fridge and plenty of space for everyone to relax. Located around the corner form Siesta Key Village, this home sits across the street from beach access numbers 8 and 9. Guests can gaze out at the ocean and enjoy beautiful sunset skies from the rooftop patio or take the short walk into the Village for the many wonder shops and restaurants Siesta Key has to offer. Capture your piece of paradise with this fabulous new home. brbrThe Space:brBedroom 1 – King, w/ TVbrBedroom 2 – King, w/ TVbrBedroom 3 – King, w/ TVbrBedroom 4 – King, w/ TVbrBedroom 5 – King, w/ TVbrBedroom 6 – King, w/ TVbrBedroom 7 – Double Twin Bunk Beds,br2 Livings Rooms, Private Kitchen, Dining Room, Game Room, 4 Balconies, Private Pool, Hot Tub, Large Outdoor Patio with BBQ Grill and Dining SpacebrbrThe Location: br- Less than 400 Feet to entrance of Public Beach Access #8 and 9br- 0.4 Miles to Siesta Key Villagebr- 2.3 Miles to Crescent Villagebr- 0.4 Miles to Pool Access br- Less than 300 Feet to local free trolley stop.brSiesta Key has 13 beach access points and a free trolley system making all of Siesta Key easily accessible no matter where you are on the island!brbrImportant things to note:br- Check-in is located at our office. Address will be shared with check-in instructions.br- This home is Pet Friendly. An additional charge of $39 Per Pet, Per Night will be applied. Please speak with a member of our team to confirm breed and weight restrictions.br- Events are possible upon request. Please speak with management for details.brbrAdded Amenities Included in Your Stay:br- Free Wifibr- Beach Chairs, Beach Towels, Beach Wagon, and Beach Cooler,br- Partner Property Pool/Hot tub Access,br- Complimentary Bicycles Rentals located at Partner Property,br- 7-days a week, Beachside Management office is open for your convenience and guest needs with after-hours support!

Bed

Bath

Sleeps

$803.07

/ Nightly

Private Vacation Home

Gertrude's Siesta | 4-min Walk to Beach & Village | Balcony & Tropical Patio

Siesta Key, Florida, United States

Casa Van LopikbrLarge 3BR home in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on the island. Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy tropical “communal” patios tiki-bar and alfresco dining area. Free bikes and paddleboards. Sure to provide a combination of fun and relaxation you can't get in other vacations so book a special getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiestabrbrWhat Guests Lovebr∙ Beaches – 4-min walk to award-winning beachesbr∙ The Village – 4-min walk to shopping dining and entertainment world famous Siesta Villagebr∙ Relaxing – tropical communal patios tiki-bar and alfresco diningbr∙ Sunsets – 4-min walk to best sunsets in America & 300-degree Gulf viewsbr∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conchbr∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donutsbr∙ Activities – bikes and paddleboards provided, scooter and golf cart rentals nearby br∙ Island Trolleys - you're already where you want to be, but they're free:)br∙ The Memories – walk to all siesta key is top attractions and guaranteed fun for allbrbrThe BeachbrOur beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.brbrThe HomebrLarge 3BR home with king beds in both master bedrooms. Out-door grilling and dining (shared), open floor plan perfect for bigger groups, surrounded by palms. Deeded access to the Grand Canal across the street. Set in the Village just 4-min walk to the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.brbrBedroom DetailsbrIt's a large 3BR with living space on the second and third floors. Two king BRs one with a southerly Juliette balcony, one bunked BR containing 2 full over queen beds, large 120' sofa in the living room, and one or two tempur-pedic rollaway beds. Sleeps up to 12. If you need more space, I can get an additional unit nearby. brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, umbrellas, and a few bikes and paddleboards. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrHousehold Items ProvidedbrWe provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrWhat to BringbrIt's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. brbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

3

Bed

2

Bath

12

Sleeps

$642.3

/ Nightly

Private Vacation Home

LUXURY HOUSE BY THE CANAL ☀️

Siesta Key, Florida, United States

Our beautiful 3 bedroom / 2 bathroom house is located in the heart of Siesta Key Village. We have place for 8 people to sleep . The house features outdoor heated , saltwater pool make you feel relaxed on the hot day. All of our bedrooms have TVs in them. Our kitchen is fully stacked for your convenience so you can enjoy home cooked meal. If you are lucky you can see dolphins and manatees from the back patio .

Bed

Bath

Sleeps

$270.43

/ Nightly

Condo

Roomy ground floor condo - 5 min to private white sand beach

Siesta Key, Florida, United States

• Private beach access to America’s #1 beachbr• Spacious 1750 square foot unit on ground floor, walk-out accessbr• Screened-in lanaibr• Beautiful views all day long br• 3 heated poolsbr• Tennis, pickleball, Racquetball, basketball, and shuffleboard courtsbr• Fitness Centerbr• Community electric vehicle chargers availablebrbrGulf and Bay is a luxurious beachfront condominium complex with private beach access to Siesta Key Beach and its world-famous white sands and warm waters. This ground floor unit is only 5 minutes to America’s #1 beach and minutes from the 3 pools. The complex features three heated pools, activity courts for tennis, pickleball, racquetball, and shuffleboard, a fitness center, and numerous tiki-themed BBQ areas surrounding the lakes. brbrThis ground-floor, two-bedroom and two-bathroom condo has an open living space with luxury seating, giant TV, and sliding glass doors to a walk-out screen-in lanai for sunset views. The kitchen has stainless steel appliances, cookware essentials, and a stone dining table. The primary bedroom is a king with an ensuite bathroom and a walk-in closet big enough for a twin mattress (for kids that want privacy). The second bedroom has 2 queen beds with another huge walk-in closet. Perfect for families or couples with guests.brbrIn unit washer and dryer and all linens and towels included.

Bed

Bath

Sleeps

$387.14

/ Nightly

Villa

New Villa on Siesta Key! 2 Bedrooms with Pool, Dock, and Walkable to Beach!

Siesta Key, Florida, United States

Our villa has everything you need for an amazing, relaxing stay on Siesta Key....home to the #1 ranked beach in the US!brbrbrbrFirst, the location couldn't be better! We are across the street from Siesta Key beach!! We are located in the beautiful tree-lined community Polynesian Gardens that is tranquil, quiet, and full of friendly neighbors. The neighborhood is on the intracoastal waterway and our Villa is across the street from the water's edge. There is a private community dock steps away from our front door that is perfect for fishing, relaxing, taking in some sun, and even spotting dolphins as they swim right up to the dock every morning. There's also a private community heated pool in the middle of the community that is available for a dip year round.brbrbrbrOur villa is very spacious with two large bedrooms, an office, large family room, and screened in lanai. Our yard is completely fenced in for privacy. We recently purchased our villa and completely updated it with all new high end furnishings, including top of the line Sealy Brand mattresses for your sleeping comfort. We outfitted the villa with everything you would need to feel right at home, as well as everything you would need for a day at the beach. The screened in lanai is fully furnished to relax or enjoy a meal. The lanai leads to the spacious outdoor area with a grill and seating area. We have TV's located in all rooms and cable TV is included. All TV's are 4K and support streaming services if you prefer to log into your personal accounts.brbrbrbrThe family room is very spacious and has a very large and comfortable couch to relax on. There is a 60 smart tv, games, storage, blankets, and dining area. The family room leads out to the screened in lanai and to the backyard. The screened in lanai has a couch and two chairs for relaxing. It also has a small café table for 2 where you can dine. brbrbrbrThe primary bedroom is furnished with a king sized bed, large dresser, two night stands, 43 smart tv and plenty of storage and mirrors. There's an ensuite bathroom and a walk-in closet with plenty of space to hang your clothes along with lots of storage. The secondary bedroom is furnished with a queen sized bed, large dresser, two night stands, 24 smart tv and large closet. The secondary bathroom has a bathtub/shower along with all the amenities needed such as soaps and hair dryer.brbrbrbrThe kitchen comes equipped with everything needed for an extended stay. Stainless steel appliances: refrigerator (with ice machine), stove, microwave, and dishwasher. There's a coffee station that includes a coffee maker, grinder, and Keurig. The kitchen is stocked with dishes, glasses, bowls, pots & pans, small appliances (toaster, blender, etc), and everything you would need to cook or grill with.brbrbrbrThe office comes equipped with everything you would need to work remotely. There's a desk with comfortable desk chair. Also a monitor and printer/scanner along with general office supplies. A second monitor is available by request.brbrbrbrMost importantly, we are steps away from Siesta Key beach! It's a short 10-15 minute walk to the beach access, but we also provide bikes for your use to ride to the beach. While Siesta Key beach is the most amazing beach in the US, we are just a short drive away from other amazing beaches such as Lido Key Beach and Anna Maria Island. brbrbrbrOther than the beach, there are plenty of amazing things to do in the Siesta Key/Sarasota area. The Siesta Key Village is a short 5 minute car ride (or free trolley ride) away and has many shops, restaurants, and bars. Downtown Sarasota is a gem filled with unique shops, restaurants, theater, music & art festivals, and a farmer's market every weekend (during winter months). St Armand's Circle is also a great place for shops and restaurants and is probably our favorite area to hang out. Also, there's kayaking, marinas, boat rentals, gator farms, mangrove tours..... just too much to list! brbrbrbrWhen you book with us, you will be receiving a personalized website which will include your trip information, everything you need to know about our villa and the surrounding area, as well as all of our personal recommendations to keep you busy on your stay. We will also provide an AI powered itinerary generator that can create the ideal vacation for you!!brbrbrbrOur property is smoke-free. There is no smoking inside the villa or anywhere outside on the property. This is strictly enforced so please respect this policy when bookingbrbrbrbrNo pets allowed. This is enforced by the neighborhood Association so there are no exceptions.brbrbrbrbHighlights:/bbrbr• 1,500 sq foot Villa all to yourself. Plenty of sunlight, spacious, and newly furnished with all high end furniturebrbr• 2 large bedrooms and 2 full bathroomsbrbr• Primary bedroom features a very comfortable king-sized bed, large dresser, two night stands, and TV. There is a very large walk-in closet off the bedroom along with an ensuite primary bathroombrbr• Secondary bedroom includes a very comfortable queen-sized bed, large dresser, two nightstands, TV and closetbrbr• Mattresses are Sealy brand which are high end and provide the most amount of comfort as we know how important a good night's sleep isbrbr• Additional bedding includes a queen-sized murphy bed (located in the office). Note - there is a 5 person total for overnight staysbrbr• Office with everything you need to work remotely including: desk, monitor, printer/scanner, and supplies. 2nd monitor avail by requestbrbr• WiFi provided at 100+ Mbps speeds to support streaming and all internet needsbrbr• High Definition 4K TV's located in Family Room, Primary Bedroom, and Secondary Bedroombrbr• Cable TV is included along with the option of streaming on our Smart TVsbr br• Laundry room with NEW stacked washer and dryer, steamer, iron, and ironing boardbr br• Bathroom accessories provided include 2 hair dryers, organic shampoo, conditioner, lotion, soap and bath gelbrbr• Fully equipped kitchen that meets all your needs and includes: high-end appliances, pots, pans, dishes, glassware, and all the utensilsbrbr• Coffee Station which includes coffee maker, coffee bean grinder, and a Keurig for Hot Tea or Coffeebrbr• Blender perfect for blended drinks, smoothies, and frozen cocktailsbrbr• Bar stocked with everything needed to enjoy your favorite cocktails including all different glassware, shaker, strainer, and our favorite cocktail guidebrbr• All-season screened-in lanai with comfortable seating and dining areabrbr• Fenced in backyard for privacy and comfortbrbr• Private outdoor space with chairs to relax and enjoy the eveningsbrbr• Propane grill with porcelain-enameled cast-iron grates and stainless steel grilling utensilsbrbr• Shed for storage of bikes and beach accessoriesbrbr• Traditional Beach Cruiser Bikes (2) for your convenience to quickly get to beach or nearby restaurantsbrbr• Beach accessories provided include four (4) beach chairs, umbrellas, coolers, beach towels, and blanketsbrbr• Various board games to entertain yourself while homebrbr• Bluetooth radio for playing your favorite music from your phonebrbr• The house is stocked with general supplies to get your stay started such as paper goods, dishwashing and laundry supplies, liquid hand soaps, toiletries, and cleaning suppliesbrbr• Pack-n-Play for young childrenbrbr• Private Pool access. The Polynesian Gardens community has a private HEATED pool only available to the owners & guestsbrbr• Private dock on the intracoastal waterway. Our house is across the street from a private dock that goes out onto the water with plenty of seating to watch the sunrise/sunset. It's a perfect place to sit and enjoy a coffee in the morning while watching dolphins swim by just feet from the dockbr br• Self check-in via keyless entrybrbr• Villa/Siesta Key Information and Recommendations provided via binder and a personal website that you can access during your stay from anywhere (including your phone). It's a great way to have everything you need to know at your fingertips while on the go!brbrbrbrbFAQ:/bbrbrQ. Is there a pool brbrA. Yes, there is a private community heated pool in the Polynesian Gardens community. It is a short 2 minute walk from our Villabrbr brQ. How close are you to the beach and how do I get there brbrA. The Polynesian Gardens is across the street from the Siesta Key beach. The public access is a 10-15 minute walk or 5 minute bike ride. The main beach access is a 5-10 minute car or trolley ride awaybrbr brQ. Is it easy to park at the beach brbrA. Depends on the day and time of the year. If you get there early enough, you should be able to find a parking spot. However there are plenty of free trolley services that pick you up right outside of our community and will drop you off at the main access pointbrbr brQ. What are your favorite restaurants brbrA. We have everything detailed in our guest book upon arrival and also on our personal website that is accessible after bookingbrbr brQ. Are you near the Siesta Key Village brbrA. We are located about a 5-10 minute car ride/trolley ride away from the Siesta Key Village. The Village has everything you need for an amazing vacation on the island. It has many restaurants, bars, grocery stores, drug stores, gift shops, and ice cream shopsbrbrbrQ. Does your house have beach supplies or do I need to bring my own brbrA. We have everything you will need! Including towels, blankets, umbrella, coolers, chairs, and beach toys/gamesbrbrbrbrbOther Details:/bbrbr** Min Age To Rent: Per community rules and regulations, all reservations must be booked by and accompanied by an adult who is 21 yrs of age or olderbrbr** Individuals under 21 years of age may not occupy the house unless a parent is in the residence. Children shall not be let alone in the house at any timebrbr** The maximum number of overnight guests: A total of 5 persons, including children under the age of 18brbr** No Pets

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Bath

Sleeps

$160.35

/ Nightly

Condo

Siesta Key luxury condo at Turtle Beach -30 night minimum January through March

Siesta Key, Florida, United States

Beautiful and spacious (over 1,300 square feet), 2 bedroom, 2 bath, renovated kitchen has beautiful quartz countertops, new appliances and water purification system built in. No need for bottled water! This condo has everything needed for a wonderful stay…beachfront complex, second floor unit has elevator access and great water views from every window, two heated pools, tennis courts, tennis ball machine, pickle ball and equipment for 4 players, gas BBQ grills, high speed internet and more! Master bedroom has king size bed, smart TV, private bathroom with two vanities, hairdryer, curling iron, and walk-in closet. Second bedroom sleeps four with two queen size beds, ample closet space, smart TV and great water view. Second bathroom is just outside the bedroom door. Plenty of towels and beach supplies provided, including rolling cooler, beach chairs, umbrella, sand toys, and a beach wagon to haul it all. Kitchen is very well stocked. Washer and dryer are in the unit, and there is also a community laundry with larger washers. Office has great bay view, good lighting, desk and high speed internet for those needing to get work done while away. Ride Siesta Key’s free trolley to explore the island without the car, or hop in the car to visit all Sarasota has to offer just minutes away. We’ve tried to think of everything, but if there’s anything else you need please ask….Please be aware that the association rules prohibit short term stays (30 nights minimum January-March and 14 days for stays April through December) and allows only one pet that weighs less than 30lbs. (ALSO, I added a few photos at the end that show new flooring, paint, artwork, etc. I don’t have complete photos showing everything.)

2

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2

Bath

6

Sleeps

$196.24

/ Nightly

Condo

Private Beach Access, Siesta Key, Gulf & Bay Bayside

Siesta Key, Florida, United States

Enjoy your beach vacation at our lovely Siesta Key Beach retreat.brbrWith a King bed in the master bedroom and a Queen bed in the guest den, this perfect, sun kissed getaway is yours! Our ground floor, Key West style condo is located in the pristine Gulf & Bay Club Bayside gated community. Your private beach access directly across the street is just short walk the world-famous, powdery white sands of Siesta Key BeachbrbrThis one of a kind Old Key West Style complex features two swimming pools, lighted pickleball and tennis courts, barbecue grills, fitness room, sauna, and seashell walking path. Pour yourself a cup of coffee, tea or your favorite beverage and stroll to our beautiful dock and fishing pier; the perfect place to sit, relax and watch the dolphins play.brbrOur unit features a newly renovated kitchen with all new kitchen appliances and convenient in-unit washer and dryer. Enjoy the fully appointed tropical glass and screened lanai, comfortable living room and serene master bedroom. The den with queen bed provides additional space for a quiet guest retreat. brbrWe provide high-speed internet and cable. Smart TVs are in the living room, master bedroom and guest den. Our garage is stocked with beach chairs, sun umbrella, beach cart, cooler and fishing poles, all available for your enjoyment. brbrWhen you are not enjoying time outdoors, feel free to open one of our many books, games, or challenging puzzles. Dining and shopping are a relaxing 15–20-minute walk or quick ride on one of the many free shuttles that travel throughout town. Lastly, be sure not to miss the famous Siesta Key Drum Circle every Sunday across the street at the public beach. Bring your favorite beverage and enjoy this colorful sunset ritual.brbrSiesta Key is a perfect, year-round vacation location. There is never a lack of things to do for guests of all ages. Whether you are a Floridian seeking a summer beach getaway or traveling from other parts of the country or world, Siesta Key Beach and Sarasota offer a fabulous array of dining, concerts, festivals, sports and cultural experiences for all to enjoy.brbrRules of the property to know in advance: No motorcycles, RVs, Boats, or Trailers are allowed at this development per HOA. No smoking allowed, no burning candles inside lodging, no parties, no pets.

2

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1

Bath

4

Sleeps

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