Vacation Condo Rentals By Owner In Siesta Key, FL

Welcome to Midnight Cove II 521F! This vibrant and sunny 2-bedroom, 2-bathroom second-floor unit is perfect for families, couples, or remote workers seeking a relaxing beach getaway on Siesta Key. Conveniently located just steps from the pool, tennis courts, grilling area, and dedicated beach access, you’ll enjoy everything our beautiful community has to offer.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• Cornholebr• Dedicated workspacebrbrThe primary bedroom boasts a luxurious king bed, while the second bedroom is equipped with two twin beds, ideal for children or friends. The spacious living room features a comfortable sleeper sofa, perfect for accommodating extra guests. Enjoy the updated hall bathroom with a convenient walk-in shower. The screened-in lanai provides a lovely space to unwind and soak in the vibrant surroundings.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). brbrLocated near local shops, dining, and attractions, including the world-famous Siesta Beach, this unit is your gateway to an unforgettable vacation. Whether you’re here to relax or explore, Midnight Cove II is the perfect choice for your Siesta Key adventure.brbrBook your stay today and prepare to make lasting memories in this beautiful coastal retreat!

Midnight Cove II 521F - Updated Bayside Rental!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$223.04

Welcome to Midnight Cove II 831F, your gateway to paradise! We’re thrilled that you’re considering us for your next unforgettable adventure in Siesta Key! Our tropical oasis is bursting with charm, nestled in a vibrant community filled with shopping, dining, art, and culture just waiting for you to explore. Hop on the free Siesta Key Breeze Trolley and effortlessly discover local treasures—no parking hassles here! brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrTake a leisurely stroll to our dedicated beach access and dive into that stunning sand-in-your-toes experience at Siesta Beach, celebrated for its spectacular quartz-white sand and dazzling waters. 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). brbrWhy wait Pack your bathing suit and flip flops and book your stay at Midnight Cove II today! Experience why Siesta Key is a must-visit destination—the perfect home away from home is waiting for you!

Midnight Cove II 831F - Beautiful Siesta Key Vacation Rental!

Siesta Key, Florida, United States

Bed

1

Bath

4

Sleeps

$223.04

Welcome to Midnight Cove II 610F! Location, location, location! Just steps away from the #1 beach in the USA, this beautifully updated third-floor condo offers stunning views of the pool and boat basin. Enjoy your morning coffee or evening cocktails from the balcony while soaking in the coastal charm and colors of the sea.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrThis bright and airy 2-bedroom, 1.5-bath condo features an open kitchen concept with custom cabinetry and quartz countertops, making it a perfect space for preparing meals. The primary bedroom boasts a new king-size bed, and the guest bedroom offers two twin beds, comfortably accommodating up to four guests. There’s also a pull-out blow-up queen mattress available for occasional overnight visitors. For added convenience, a washer and dryer are available for extended stays.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). brbrWith nearby dining, shopping, and cultural attractions, as well as activities like live music and yoga during the season, your getaway will be filled with enjoyment. brbrBook your stay at Midnight Cove II 610F today and make your dream vacation a reality! Your perfect Siesta Key escape awaits!

Midnight Cove II 633F - Serene Vacation Rental on Siesta Key

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$223.04

Welcome to Midnight Cove II 612! We’re thrilled to have you here and can’t wait for you to experience Siesta Key, one of America’s top beach destinations! Our vibrant community is filled with shopping, dining, art, and culture, ensuring there’s something for everyone. Take advantage of the FREE Siesta Key Breeze Trolley, making it easy to explore without the hassle of parking. With dedicated beach access just a short stroll away, you can indulge in a little sand-in-your-toes experience at the famous Siesta Beach, known for its sugar-fine quartz-white sand.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrLocated on the first floor, our charming 2-bedroom, 1.5-bathroom condo features a beautifully remodeled kitchen and is perfectly positioned right in front of the clubhouse and pool area. Relax by the heated swimming pool, enjoy the large deck with lounge chairs, and partake in activities on our two tennis courts (one with pickleball lines) and basketball court. 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). brbrWe are just minutes away from downtown Sarasota and the renowned Ringling Museum of Art, with easy access to attractions like Walt Disney World and Busch Gardens Tampa Bay.brbrReady for the ultimate getaway Book your stay at Midnight Cove II and discover why Siesta Key is a must-visit destination! Whether for a week or a lifetime, let us help you find your happy place in paradise. Explore our website for available units or for assistance with purchasing a fabulous vacation condominium!

Midnight Cove II 612F - Bayside Ground-Level Siesta Key Condo

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$223.04

Welcome to Midnight Cove II 531F! This inviting 3rd-floor Firethorn unit features 2 bedrooms and 1.5 bathrooms, making it an ideal getaway for families or couples looking to enjoy the beauty of Siesta Key. Conveniently located near the stunning beaches and vibrant Siesta Village, you’ll have easy access to shopping, dining, and art. brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrMidnight Cove II is a spectacular bayside condominium complex with private beach access to Crescent Key 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). brbrInside, the bright and airy living space includes a comfortable seating area and a dining space that opens to a beautiful open balcony, offering picturesque views of the Intracoastal Waterway—perfect for watching boats pass by. The fully equipped kitchen provides everything you need to prepare meals, making it easy to enjoy dining at home. brbrThe primary bedroom features a cozy queen bed, while the second bedroom is equipped with two twin beds, ideal for children or friends. The main bathroom includes a shower-tub combo, and there’s an additional half bath off the hallway. brbrBook your stay at Midnight Cove II 531F today and experience the best of Siesta Key living! Your unforgettable beach vacation awaits!

Midnight Cove II 531F - Bayside Beauty with Pool, Tennis, and Beach Access!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$439.4

Best sunsets in Florida at the pier. brbrPrivate beachfront grounds or easy walk to Siesta Key Village. brbrGround floor newly renovated condo with large private patio, lanai, pond with ocean and fountain view, heated pool, grill, private beachfront grounds, fishing pier, and clubhouse.brbrModern luxury 3 bedroom 2 bath condo with open floor plan, 4 sets of sliders, stainless appliances, quartz counters, bar, ice maker, drink fridge, High end drinking water filter and whole house water filtration.brbrPrivate access to the condo, lanai and large 60 foot patio with 8 person outdoor dining table, lounge areas, umbrella and Weber grill.brbrCommon grounds include heated pool area, pond, fishing pier, clubhouse, and private beachfront grounds for swimming, fishing, lounging, dining, kayaking, dolphin, manatee and bird watching.brbrI am available for whatever you want. Just call or message me for recommendations or anything you may need.brbrSandy Cove is a private beachfront oasis for residents of Sandy cove only. Right next to and easy walk to famous Siesta Key VillagebrbrFree taxi services, trolleys, private and guest parking. Easy walk to Siesta Key Village and private beachfront groundsbrbrSandy Cove is one of the most beautiful and serene waterfront properties on Siesta Key. Known to be the best fishing on the key. Access only for residents and guests of Sandy Cove.

The Ocean View at Sandy Cove

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$270.66

Get your second wind at A Second Wind! Roomy, quiet and comfortable third-floor condo at beautiful Island Reef. Beach-to-bay complex on the peaceful side of Siesta Key with a pool view. Our private Gulf beach, pools and bay are not crowded at all. Two heated pools, tennis courts, pickleball and sauna. The private beach is just a five-minute walk across two-lane Midnight Pass Road with a crosswalk light. Boat dock and kayak put-in on bay side. Mature community and a calm, quiet atmosphere that makes it easy to relax in peace! The master bedroom has a king size bed with a spacious walk-in closet, flat screen TV and computer workstation with monitor and powerful wifi -- work from the pool! The guest bedroom has two twin beds, a wall-to-wall closet and a flat screen TV. There is a stackable washer and dryer in the utility room. Beach cabana, towels and chairs provided. Dedicated covered parking spot near the entrance. Walk to Ophelia's or Turtles Restaurant. Free public trolley to Siesta Key Village and its quaint shops and great restaurants. Sarasota's awesome museums & restaurants as well as upscale shopping at St. Armands are just a few miles away. Oh, and the sunsets are breathtaking! NOTE: Because of demand and HOA limitations, there is a 3-month minimum for high season (Jan-March).

Pet-friendly condo a short walk from private beach & fishing dock on bay

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$696.37

The Onyx Unit 1 - Siesta KeybrResort-like unit only 500ft to private beach access and Siesta Keys whitest sand. Amenities include - fully appointed pool area, alfresco dining and lounging, in-house elevator, open sun and covered private balconies, and 4-hole putting green, and wraparound sunset view balcony! Perfect for families or couples wanting to experience Siesta Key's top attractions without sacrificing space and comfort. Book a vacation now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta *NEW LISTING!! Please read the other Gertrude Rentals reviews. We are very proud of them!brbrWhat Guests Lovebr∙ Private Balconies – private balconies off bedrooms, living, diningbr∙ The Beaches – 1-min walk to Siesta Key's whitest sand and calmest waterbr∙ Pool – heated with sun-shelves, chaises, dining, and grill (1-unit shares)br∙ Views – private westerly wraparound balcony with sunset viewsbr∙ Relaxing – Open floor plan, larger rooms, and balconies off every bedroombr∙ The Putting Green – 4-holes, no green fees, course record: 06 (1-unit shares)br∙ Sunsets –walk 1-min to worlds best sunsets or just enjoy from balconies or poolbr∙ Free Trolley – 1-min walk to free trolley destined for island's top shopping, diningbr∙ Restaurants – walk bike or ride trolley to 30 dining options within 1-2 milesbr∙ Point of Rocks Reef – walk snorkel or paddle searching shells, dolphins, manateesbr∙ Memories and Fun - live music, daiquiris, oysters, stone crab, craft beer, ice creambrbrThe BeachbrOur beach access is only a 500ft walk on a quiet lane and has the whitest sand and calmest water on the island. You can walk south 1-mile to explore Point of Rocks Reef or just swim or wade to any nearby sandbar. The water is shallow and clear with white quartz-sand tide-pools perfect for sleeping drinking or playing. You'll go from the water and sand, back your unit for lunch or dinner without putting on your shoes.brbrThe LocationbrYou aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities this property will deliver what they are searching for. At the house you'll enjoy a semiprivate pool (1-unit shares), poolside grilling and dining, 1600 ft.² of private balconies, and multiple alfresco lounging areas perfect for your bonding and relaxing enjoyment. Outside the house it's a 1-min walk left to the best beach on the island and 1-min walk right to the free trolley stop to all the top attractions on the island including two marinas, 30 bars and restaurants, shopping, live music, and countless eco-adventures.br brbrBedroom DetailsbrThis is a large 3BR, you can sleep up to 10 family style, and every bedroom opens to a private balcony. The master suite has a king bed with bath en-suite. Bedroom #2 with a king bed and #3 with a twin over king bed and twin trundle share a convenient jack and jill bathroom. Two twin Tempur-pedic rollaway's are also available with advance notice.brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, and umbrellas. 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.

NEW LISTING! Gertrude's | Resort-like home & pool, 500ft to Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1327.89

Onyx Villa - Siesta Keybr100% Private! Resort-like home only 500ft to private beach and Siesta Key's whitest sand. Private amenities include - fully appointed pool area, alfresco dining and lounging, in-house elevator, open sun and covered balconies, and 4-hole putting green, and wraparound sunset view balcony! Includes two units on one private property. Perfect for families or couples wanting to experience Siesta Key's top attractions without sacrificing space and comfort. Book a getaway at this Siesta Key vacation rental now! brbrWhat Guests Lovebr∙ 100% Private – freestanding home and all its amenities are totally privatebr∙ Balconies – balconies off bedrooms, living, diningbr∙ The Beaches – 1-min walk to Siesta Key's whitest sand and calmest waterbr∙ Pool – heated with sun-shelves, chaises, dining, and grillbr∙ Views – westerly wraparound balcony with sunset viewsbr∙ Relaxing – Open floor plan, elevator, and balconies off every bedroombr∙ The Putting Green – 4-holes, no green fees, course record: 06br∙ Sunsets –walk 1-min to worlds best sunsets or just enjoy from balconies or poolbr∙ Free Trolley – 1-min walk to free trolley destined for island's top shopping, dining in Siesta Villagebr∙ Restaurants – walk bike or ride trolley to 30 dining options within 1-2 milesbr∙ Point of Rocks Reef – walk snorkel or paddle searching shells, dolphins, manateesbr∙ Memories and Fun - live music, daiquiris, oysters, stone crab, craft beer, ice creambr∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest costbrbrThe BeachbrOur Siesta Key beach access is only a 500ft walk on a quiet lane and has the whitest sand and calmest water on the island. You can walk south 1-mile to explore Point of Rocks Reef or just swim or wade to any nearby sandbar. The water is shallow and clear with white quartz-sand tide-pools perfect for sleeping drinking or playing. You'll go from the water and sand, back your unit for lunch or dinner without putting on your shoes.brbrThe LocationbrYou aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities this property will deliver what they are searching for. At the house you'll enjoy a private pool, poolside grilling and dining, 3200 ft.² of private balconies, and multiple alfresco lounging areas perfect for your bonding and relaxing enjoyment. Outside the house it's a 1-min walk left to the best beach on the island and 1-min walk right to the free trolley stop to all the top attractions on the island including two marinas, 30 bars and restaurants, shopping, live music, and countless eco-adventures.br brbrBedroom DetailsbrThis is a large property with two 3BR units for a total of 6BR. You can sleep up to 20 family style and every bedroom opens to a private balcony. The penthouse sleeping - The master suite has a king bed with bath en-suite. Bedrooms #2 and #3 have king beds and share a convenient guest bathroom. The living area features a full sized Murphy bed. The lower unit sleeping – The master suite has a king bed with bath en-suite. Bedroom #2 with a king bed and #3 with a twin over king bed and twin trundle share a convenient jack and jill bathroom. Two twin Tempur-pedic rollaway's are also available with advance notice. Twin Tempur-pedic rollaway's are also available with advance notice.brbrProperty TruthsbrThe unit is advertised as “100% private,” and you will never share the home with other guests. Occasionally—typically about once per week—the pool or landscaping service may stop by for routine maintenance. These visits are quick, limited to exterior or storage spaces, and always completed during daytime hours.brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, and umbrellas. 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 ProvidedbrThis vacation rental comes with 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.

Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$582.73

Onyx Penthouse - Siesta Key Vacation RentalbrResort-like penthouse only 500ft to private beach access and Siesta Keys whitest sand! Amenities include - fully appointed pool area, alfresco dining and lounging, in-house elevator, open sun and covered private balconies, and 4-hole putting green. This is a top floor unit with 14ft ceilings and wraparound ocean view balcony (partial view)! Perfect for families or couples wanting to experience Siesta Key's top attractions without sacrificing space and comfort. Book a vacation now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta *NEW LISTING!! Please read the other Gertrude Rentals reviews. We are very proud of them!brbrWhat Guests Lovebr∙ Private Balconies – covered and open sun options off bedrooms, living, diningbr∙ The Beaches – 1-min walk to Siesta Key's whitest sand and calmest waterbr∙ Pool – heated with sun-shelves, chaises, dining, and grill (1-unit shares)br∙ Views – private westerly wraparound balcony with partial ocean and sunset viewsbr∙ Relaxing – Open floor plan, larger rooms, and balconies off every bedroombr∙ The Putting Green – 4-holes, no green fees, course record: 06 (1-unit shares)br∙ Sunsets –walk 1-min to worlds best sunsets or just enjoy from balconies or poolbr∙ Free Trolley – 1-min walk to free trolley destined for island's top shopping, diningbr∙ Restaurants – walk bike or ride trolley to 30 dining options within 1-2 milesbr∙ Point of Rocks Reef – walk snorkel or paddle searching shells, dolphins, manateesbr∙ Memories and Fun - live music, daiquiris, oysters, stone crab, craft beer, ice creambrbrThe BeachbrOur beach access is only a 500ft walk on a quiet lane and has the whitest sand and calmest water on the island. You can walk south 1-mile to explore Point of Rocks Reef or just swim or wade to any nearby sandbar. The water is shallow and clear with white quartz-sand tide-pools perfect for sleeping drinking or playing. You'll go from the water and sand, back your unit for lunch or dinner without putting on your shoes.brbrThe LocationbrYou aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities this property will deliver what they are searching for. At the house you'll enjoy a semiprivate pool (1-unit shares), poolside grilling and dining, 1600 ft.² of private balconies, and multiple alfresco lounging areas perfect for your bonding and relaxing enjoyment. Outside the house it's a 1-min walk left to the best beach on the island and 1-min walk right to the free trolley stop to all the top attractions on the island including two marinas, 30 bars and restaurants, shopping, live music, and countless eco-adventures.brbrBedroom DetailsbrThis is a large 3BR, you can sleep up to 8 family style, and every bedroom opens to a private balcony. The master suite has a king bed with bath en-suite. Bedrooms #2 and #3 have king beds and share a convenient guest bathroom. The living area features a full sized Murphy bed and two twin Tempur-pedic rollaway's are available with advance notice.brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, and umbrellas. 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.

NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$315.5

Siesta key beach is consistently one of the top three beaches in the USA. My condo is within view of the beach and short walk to the quaint little village. This roomy end unit has two large bedrooms, each with its own bath and walk-in closet. The living room has a queen sofa bed and there's a large lanai. Walk the beach, jump in the salt water pool at the condo, use the exercise room, or walk to the village for shopping and restaurants. No matter what you do you'll enjoy this magical place.

Siesta Key Beach Escape

Siesta Key, Florida, United States

Bed

Bath

5

Sleeps

$334.54

Come vacation in this first floor, quiet and recently remodeled unit. New bathroom, mattresses, bedding, paint, hardware, lighting, etc. Kitchen is fully equipped with all necessary cooking appliances. Unit is very clean and comfortable. brbrOnce you enter the community, it feels like a small neighborhood of it's own. It's one of the most family friendly and safe communities on the key with 2 NEW designated Pickleball Courts! We are a gated community, 5-10 minute walk across the street to private beach access and a full car garage.

Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$289.87

Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer this location is sure to please. Our newly Remodeled Siesta Key Ground Floor Apartment is in the heart of the Village of Siesta Key. This apartment is well appointed and professionally decorated with attention to detail and visitor comfort.The unit is fully furnished with most everything you will need for your stay on Siesta Key. There is even a washer/dryer inside the unit for your convenience! It is professionally managed by a local property management company that is available during your stay to make sure your visit is exceptional. You are just 200 steps to the powdery white sands that Siesta Key is famous for. You are also just 100 steps to the center of the Siesta Key Village, where you will find wonderful shops and restaurants to visit. The unit is a 1/1 with a queen sleeper sofa and sleeps 4 comfortably. Come stay at Siesta Key, where the beach was voted # 1 Beach in the USA by Dr. Beach in 2011.

Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$282.43

Our House at the Beach W-203 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Our House at the Beach W-203! This charming two-bedroom, two-bath condo offers all the comforts of home and community amenities! brbrHighlights br• Private beach access br• Screened-in balcony br• Washer and dryer br• Community pool br• Two Tennis Courts brbrInside, you'll find a beautifully decorated living space, complete with a coastal seating area, dining area, and a fully equipped kitchen featuring stainless steel appliances. Step onto the private balcony furnished with lounge chairs for soaking up the sun and enjoying drinks with loved ones. The primary bedroom boasts a King bed and an ensuite bathroom with a walk-in shower, while the second bedroom is perfect for kids with two twin beds and easy access to the hall bath with a shower and tub combination. Plus, guests have the convenience of a washer and dryer. brbrOur House at the Beach is located directly across the street from Siesta Key Beach, home to mesmerizing white sands and unforgettable Florida sunsets. This complex is set around a scenic lake and features a private community pool, a covered pavilion area with a BBQ, a picnic area, and two tennis courts for guests to enjoy.

Private Balcony, Community Amenities, Beach Access! Our House at the Beach W-203

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$297.88

Welcome to Your Private Oasis at Midnight Cove II 733F! This beautifully remodeled third-floor bayside condo offers exceptional privacy and a serene escape, featuring unobstructed views of the stunning lagoon and our family-friendly heated pool. Enjoy 1,000 square feet of living space that comfortably sleeps four guests, complete with 2 bedrooms and 1.5 bathrooms, spacious closets, and an amazing kitchen equipped for preparing family dinners or delightful appetizers before dining out at nearby restaurants.brbrHighlights br• Private Beach Walkwaybr• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12br• Heated community pool (84°F) from November to Maybr• Tennis, pickleball, and basketball courts (equipment available at rental office)br• Fitness Center br• Boat dock rentals available br• Beach chairs in unitbr• Picnic/Grilling Areabr• Bike racks throughout propertybr• CornholebrbrStep onto the private lanai to take in picturesque sunrises that greet you each morning. The cozy family room invites relaxation after a day of beach adventures. This home is fully stocked with fresh linens, beach towels, and even beach chairs and a buggy for easy transport to the world-renowned Siesta Key Beach, just a short stroll away via our dedicated access.brbrOur community boasts fantastic amenities, including two tennis courts (one for pickleball), a basketball court, a clubhouse, a barbecue area, and a beautiful observation deck along the intercostal waterway, perfect for watching dolphins and boats drift by. brbrExplore local attractions with ease! Use the free Siesta Key Breeze Trolley to reach The Village for dining, shopping, and entertainment, or take a day trip to Sarasota’s renowned Ringling Museum of Art. brbrBook your stay with us today and experience the ultimate getaway in paradise!

Midnight Cove II 733F - Updated Bayside Siesta Key Condo with Shared Amenities

Siesta Key, Florida, United States

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Bath

Sleeps

$308.72

Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

Our House at the Beach E-304 beautiful remodel with views!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$312.02

Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

Our House at the Beach W-304 2 balconies, beach view!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$316.54

Just across the street from the acclaimed #1 Beach in the US. This beautiful two bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

Our House at the Beach E-603 Phenomenal Views and Location

Siesta Key, Florida, United States

Bed

Bath

6

Sleeps

$219.42

Midnight Cove II 312F is a serene 1st-floor Midnight Cove II unit that boasts 2 bedrooms and 1.5 baths, ideal for families or couples seeking a tranquil getaway. This sunny and meticulously maintained space features stunning views of the canal and lush landscaping, perfect for enjoying mornings in its newly remodeled kitchen. The comfy indoor living area flows seamlessly to a screened-in lanai, providing a peaceful retreat. The primary bedroom offers a luxurious king bed, while the guest bedroom is equipped with two twin beds, accommodating up to four guests comfortably. brbrHighlights br• Private Beach Walkway br• 10-15 min walk to the beach via private path, plus 0.2 mile to Public Beach Access #12 br• Heated community pool (84°F) from November to May br• Tennis, pickleball, and basketball courts (equipment available at rental office) br• Fitness Center br• Boat dock rentals available br• Beach chairs in unit br• Picnic/Grilling Area br• Bike racks throughout property br• Cornhole 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). brbrBook your unforgettable stay today and enjoy the beauty of Siesta Key Beach!

2-Bedroom Condo with Private Beach Access and Community Amenities!

Siesta Key, Florida, United States