Vacation Condo Rentals By Owner In Siesta Key, FL

Residence 405 - Direct Beachfront Water ViewbrbrThis beautifully appointed 3-bedroom, 3-and-a-half-bath residence is one of the larger residences in the building and offers the ideal place to vacation in style with family and friends. Located directly beachfront on the fourth floor of the building, this gorgeous vacation rental features an open floor plan with expansive windows that open onto an oversized, beachfront terrace. The spacious living and dining are open onto a fully-outfitted gourmet kitchen with top-of-the-line appliances and quartz-topped island- perfect for all your entertaining needs while vacationing on Siesta Key. You can also step out onto your private terrace from the master suite, featuring a king bed, walk-in closet and spa-like master bath. The two additional king bedrooms also have ensuite baths. Vacation in luxury with unmatched views from this stunning Gulf front residence. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: King Bed, TVbrBedroom 3: King Bed, TVbrLiving Room: TVbrHalf Bath: Vanity sink & Toilet brbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private Beachfront TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Beathtaking Costal Luxury with Direct Beach and Gulf Views: Residence 405

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$980.87

Residence 601: - Direct Beachfront Water ViewbrbrThis top-floor, beachfront corner residence offers a truly unmatched vacation experience. Surrounded with an oversized, wraparound terrace and floor to ceiling windows, this 3-bedroom, 3-bathroom residence offers views for days. Decorator-designed with contemporary pieces and natural accents that perfectly complement the stunning panorama, the open floor plan features a spacious dining and living area that open onto the gulf-front terrace. The fully outfitted chef’s kitchen boasts quartz countertops, and top-of-the-line appliances complete with ice machine and wine fridge. The water views continue from the master suite with king bed, walk-in closet and spacious master bath with double sinks, private toilet, and walk-in shower. The residence has two additional bedrooms, one with ensuite bathroom and queen bed, and one with twin beds that can be placed together or apart to accommodate your needs. Immerse yourself in island luxury surrounded by sand, sea and sky in this stunning vacation rental. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: Queen Bed, TVbrBedroom 3: 2 Twin Beds or King Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Ice machinebr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private Wraparound Beachfront TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Coastal Elegance with Breathtaking Gulf Views: Residence 601

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$864.52

Residence 506 - Water ViewbrbrThis spacious 4 bedroom, 3 bath luxury residence checks all the boxes for the ideal Siesta Key vacation. Located on the northeast corner of the fifth floor, this beautifully decorated apartment features a fully equipped gourmet kitchen, dining area, and light-filled living area featuring floor to ceiling windows that open onto an oversized terrace. The terrace has been thoughtfully placed on the north side of the building, allowing for sweeping beach views looking north up Siesta Key Beach. The master suite features a king bed, walk-in closet, and spa-like master bath. All four bedrooms delight with island views, with an additional peekaboo balcony as a special touch for the middle bedroom. As one of the only residences in the building offering four bedrooms, this rental is the perfect place to bring family and friends for the island getaway of your dreams.brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: King Bed, TVbrBedroom 3: Queen Bed, TVbrBedroom 4: Bunk room with bottom full bed and top twin, TVbrLiving Room: TVbrbrResidence Amenities:br· Cablebr· Wifibr· Flat-Screen TV in living areabr· Sub-Zero Refrigeratorbr· Wolf Oven, Range-top and Microwavebr· Asko Dishwasherbr· Sub-Zero Wine Refrigeratorbr· Washer/Dryerbr· Clothing Steamerbr· Hairdryersbr· Two Private TerracesbrbrProperty Amenities:br· Full-service Lobbybr· On-site Conciergebr· Linen & Housekeeping Servicesbr· Beach Valetbr· Beachfront Watersportsbr· Private, Under-building Parkingbr· EV Charging Stationsbr· Fitness Roombr· Gulf-front Fire Pitbr· Beachfront Grillsbr· Saltwater Pool & Spabr· 2nd Floor Beachfront Entertainment Terracebr· Poolside Cabanas

Stunning 4 Bedroom Rental W/ Oversized Terrace & Big Beach Views: Residence 506

Siesta Key, Florida, United States

4

Bed

Bath

8

Sleeps

$933.52

Residence 301 - Direct Beachfront Water ViewbrbrThis third-floor, corner residence offers wide beach and gulf views from its waterfront terrace and expansive floor to ceiling windows. Tastefully decorated in contemporary beach chic, this 3-bedroom, 3-bathroom vacation rental boasts an open floor plan featuring a chef’s kitchen with top-of-the-line appliances - fully stocked with all you need for entertaining family and friends. The kitchen leads into a spacious dining and living area that opens onto your private terrace. The views continue from the master bedroom with a king bed, large walk-in closet and master bath with double sinks, private toilet, and walk-in shower. The residence offers two additional bedrooms, with one ensuite bath and one adjacent. With the perfect combination of luxury and family-oriented functionality, this vacation property is the ideal place to recharge and relax in an incomparable setting.brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: King Bed, TVbrBedroom 3: King Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private Beachfront TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen and Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool and Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Big Beach Views From Stunning Corner: Residence 301

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$948.53

Residence 303 - Direct Beachfront Water ViewsbrbrEnjoy your perfect beach vacation in this elegantly appointed 3-bedroom, 3-bathroom residence, located directly gulf-front on the third floor. The open floor plan features a fully-outfitted gourmet kitchen with premium appliances, anchored by a spacious kitchen island- ideal for family gatherings or relaxed meals with friends. The open living and dining area is thoughtfully furnished in coastal contemporary design – complemented by spectacular views from your private beachfront terrace. The master bedroom also features beach views, with large walk-in closet and spacious master bath with double sinks, private toilet and walk-in shower. The residence offers two additional bedrooms and bathrooms, both with queen beds and one ensuite bathroom and one adjacent. Enjoy endless views while surrounded by coastal luxury on your next getaway in this beautiful new vacation rental residence. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: Queen Bed, TVbrBedroom 3: Queen Bed, TV brLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Private Beachfront TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen and Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool and Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Beachfront Luxury with Spectacular Gulf Views: Residence 303

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$810.27

Residence 606 - Water ViewbrbrLive out your island dreams from this stunning top floor, corner residence. Located on the northeast corner of the building, this vacation residence features panoramic views – over the island to the east, and north up Siesta Key from its oversized terrace. Beautifully furnished in coastal luxury, this 3-bedroom, 3-bath apartment features an open floor plan with gourmet kitchen and flowing dining and living areas. Floor to ceiling windows on the north side of the residence offer expansive views, and lead onto the open terrace. The master suite with walk-in closet and spa-like bath opens directly onto the terrace for its guests to enjoy spectacular views from the moment they rise, til the end of the day. Both guest bedrooms feature ensuite bathrooms, while one has its own private terrace. Beach living and endless views make for the perfect vacation in this gorgeous rental. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: Queen Bed, TVbrBedroom 3: King Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private Gulf View TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terrace br• Poolside Cabanas

Gulfside Luxury with Expanisve Beach Views: Residence 606

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$622.38

Residence 302 - Partial Water ViewbrbrThis 3-bedroom, 2-and a half-bath corner residence features walls of glass, open flowing interiors, and an intimate terrace - thoughtfully furnished in the finest coastal design. Located Island-side, on the southeast corner, this residence features beautiful sunrise and island views, with a peek of beach from its fully furnished terrace. The open floor plan features a gourmet kitchen with custom woodwork, premium cabinetry, top of the line appliances and large island. The spacious living and dining areas open onto your covered terrace. The master suite features a king bed, walk-in closet and spa-like bath with two additional queen bedrooms with - all with island views. The second bedroom offers an ensuite bath, with a half bath located off the living area. Offering elevated beach house vibes, this vacation residence is the perfect place for your next getaway. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: Queen Bed, TVbrBedroom 3: Queen Bed,brLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Private TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Ideal Coastal Luxury Escape: Residence 302

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$610.9

Residence 604 - Island ViewbrbrThis spacious three-bedroom, three and a half-bath residence will delight your senses with its elegant, understated color palette accented by natural wood and stone. The open floor plan is anchored by a gourmet kitchen with dramatic quartz-topped island that opens into a spacious dining and living area. The great room leads out to a private covered terrace that faces east with lush views of Siesta Key. The master suite offers king-sized bed, flat-screen tv, walk-in closet and spa-like bath with private toilet and expansive shower. Two additional bedrooms, one with a queen bed and the other with a king, each with flatscreen televisions and ensuite bathrooms, offer luxurious accommodations for your whole group. Offering the perfect combination of luxury and family-oriented functionality, this vacation property is the ideal place to recharge and unwind in a truly incomparable setting.brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: King Bed, TVbrBedroom 3: Queen Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TVs in living area and all three bedroomsbr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Stunning Siesta Key Beach Views from 3 Bedroom Condo: Residence 604

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$298.53

Come and enjoy the natural beauty of Siesta Key beach in our private and well-maintained condo in a relaxing garden setting. Siesta Dunes has a lot to offer, including, a heated salt-water pool, hot tub, tennis court, a beachfront sun deck with lounge chairs and gazebo, barbeques and outdoor eating areas. Enjoy spectacular sunsets every night.brbrSiesta Key beach has been voted the #1 beach in the USA, not surprising when you experience the fine white silica sand under your feet and the clear blue water. Siesta Dunes also provides lounge chairs on the beach exclusively for use by its owners and guests.brbrOur large (1,250 sq ft) condo features a full kitchen and a washer and dryer, two large bedrooms with walk-in closets, two full bathrooms and a lanai overlooking a quiet tropical garden.brbrOur condo also features free WiFi internet access, HD cable TV with a new 55 4K Ultra HD television and sound system, and free long distance calling to anywhere in North America. brbrWe recently installed new top-of-the line Stearns & Foster mattresses on all of the beds, a new ultra-quiet Hunter ceiling fan in the lanai and a new bathtub in the second bathroom.brbrKeywords: Beachfront Property Condomium Garden View Unit

Deluxe Condo at Siesta Dunes Beachfront Complex

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$282.35

Fully renovated 2-bedroom, 2-bath condo located directly on Siesta Key’s, Crescent Beach in the heart of the south village.brbrSpend your days between the beach and heated pool, and stroll to local restaurants for fun food and drink in the evening. This is more than a stay — it’s a beachfront experience.brbrInside your fully renovated (1,100 sq ft) of luxury condo you'll find:brbrSpacious living area with leather recliner seating, large Smart TV, and board gamesbrbrFully stocked modern kitchen with new appliances and cookwarebrbrTwo bedrooms: 1 King bed + 2 Full beds (sleeps up to 6 comfortably)brbrTwo bathrooms with walk-in showers & rain headsbrbrFree WiFi, air conditioningbrbrJust steps from your door:brbrDirect access to sugar-white sands of Crescent BeachbrbrHeated outdoor pool with loungers & umbrellasbrbrBeach gear (towels, chairs, umbrella) providedbrbrWalking distance to Captain Curt’s, Sniki Tiki, and dozens of local shops and restaurantsbrbrFree Siesta Key trolley stop nearby — ride to the Siesta Village in minutesbrbrWhether you’re here to relax, explore, or create lasting memories with family and friends, this condo puts you at the heart of everything Siesta Key offers.brbrThings to know:brbrMinimum rental age: 25brNo pets, no smoking, no eventsbrCheck-in: 3 PM | Check-out: 10 AMbrbrBook your dates now — beachfront properties like this fill quickly!

Gorgeous Condo, Steps away from Siesta Key's Crescent Beach! Book this gem now!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$237.0

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrBayfront Comfort with Modern Style | 2BR, 2.5BA Condo in Bay Oaks, Siesta Key brbr brbrJust a short walk to Crescent Beach, this renovated 2-bedroom, 2.5-bath condo in Bay Oaks offers the perfect mix of island relaxation and resort-style recreation – with serene bay views, tropical surroundings, and a full suite of amenities. brbr brbrLOCATION HIGHTLIGHTS: brbr- 7-minute bike ride to Siesta Key Beach brbr- 14-minute walk to Crescent Beach (#12 beach access) brbr- Short drive to restaurants and shops brbr- Short drive to downtown Sarasota, Venice, Golf, marinas, and cultural attractions brbr- Private fishing pier – perfect for dolphin watching and evening strolls brbr- Heated community pool and tennis court brbr- Billiards room & clubhouse, BBQ area with picnic tables brbr- Tropical landscaping and scenic walking paths brbr- Assigned covered parking space brbr brbrPROPERTY FEATURES: brbr- 2 Bedroom/ 2.5 Bathroom, 2 floor condo brbr- Over 1,190 sq ft of updated living space brbr- Private screened-in balcony with views of the pool & palm-lined paths brbr- Stunning sunrises and fresh sea air from the second-floor unit (stairs only) brbr- Central A/C with ceiling fans brbr- In unit laundry room brbr- Dedicated WIFI with cable brbr brbrLIVING ROOM: brbr- Coastal decor and furnishing brbr- Mounted TV with cable channels brbr- Direct access to the screened balcony with outdoor furniture brbr- Comfy couch that doubles as a sofa bed brbr brbrKITCHEN AND DINING: brbr- Modern kitchen with Stainless steel appliances, French door refrigerator, glass-top stove and dishwasher brbr- Breakfast bar seating + dining table for 6 brbr brbrBEDROOMS AND BATHROOMS: brbr- Master bedroom (upstairs): King-size bed, private balcony with seating, walk-in closet and en-suite bathroom with step-in tub/shower combo brbr- Guest bedroom (upstairs): Two queen beds, walk-in closet, renovated en-suite bathroom with tub/shower combo brbr- Half bath (downstairs): wash room conveniently located between the living and dining rooms brbr brbrEXTRA PERKS: brbr- Complimentary beach items provided: a couple of beach chairs, beach umbrella, and beach towels brbr brbrNEARBY FAVORITES: brbr- Clayton’s Grill, Miguel’s, Captain Curt’s, Anna’s Deli, Orange Octopus, Crescent Beach Grocery, and more within walking distance brbr- Boat & water sport rentals nearby brbr- Post office close by for sending postcards home brbr brbrIMPORTANT INFORMATION: brbr- No pets allowed brbr- Rental registration form required brbr- Stairs only – no elevator access brbr- Parking restrictions apply, no boats, motorcycles, kayaks, trailers, oversized vehicles, or commercial vehicles. Ask us before booking! brbr brbrYOUR PERFECT BEACH GETAWAY IS WAITING - SEE YOU SOON!brbrWe help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.brbrbrbrimg src=https://admin.itrip.net/upload/360/marketingimageitripsarasota.1718820503.jpg alt=marketing /brbrbrbrFeel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.brbrIMPORTANT: brbrCarport repair and paving project scheduled to start end of April/early May, 2026. Parking will be disrupted. Please each out for more info.

Bayfront Balconies in Tropical Siesta Key with Sunrise Views & Walkable Beach Access

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$242.47

Harbor Towers Unit 302 by Tropical Sands AccommodationsbrbrWelcome to Harbor Towers Unit 302, a recently refreshed two-bedroom, two-bath vacation condo located on scenic Midnight Pass Road in Siesta Key. Set within the desirable Harbor Towers community, this inviting retreat is ideal for couples, friends, or small families seeking a comfortable extended stay near Siesta Key Beach, dining, and island attractions. With bright coastal interiors, a screened lanai, and a thoughtful layout, this condo offers the perfect blend of relaxation and convenience.brbrHighlightsbr• Two-bedroom, two-bath condobr• King bed, two twin beds, queen sofa sleeperbr• Washer and dryer in unitbr• 13-night minimum stay communitybr• Screened lanai with seatingbr• Recently refreshed interiorbr• Gated waterfront Harbor Towers communitybr• Two heated pools and three Har-Tru tennis courtsbr• Marina, fitness center, and saunabrbrEnjoy peaceful mornings and breezy evenings on the screened lanai, a lovely extension of the living space that provides a comfortable spot to unwind with coffee or a good book. As part of the Harbor Towers community, guests can enjoy access to well maintained shared amenities throughout the property, making this condo an excellent choice for longer stays on Siesta Key.brbrThe open concept living area is designed for comfort and ease, featuring cozy seating, tile flooring, and a queen sofa sleeper for additional guests. The living space flows naturally into the dining area and kitchen, creating a welcoming environment for relaxing after a day at the beach or sharing meals together. The kitchen is bright and functional, offering ample counter space, cabinetry, and essential appliances to support everything from quick breakfasts to home-cooked dinners during your stay.brbrThe primary bedroom is a relaxing retreat featuring a king bed, ample closet space, and a private ensuite bathroom. The second bedroom offers two twin beds and convenient access to the hallway bathroom, making it ideal for children or additional guests. Both bathrooms are thoughtfully laid out to provide comfort and functionality throughout your stay.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroombr• Second Bedroom: Two twin bedsbr• Living Area: Queen sofa sleeperbr• Hallway Bathroom: Shared accessbrbrThis condo includes an in-unit washer and dryer, adding everyday convenience for extended stays. Elevator access and well kept community grounds further enhance the guest experience at Harbor Towers.brbrWhether you are planning a relaxing seasonal escape or a longer Siesta Key getaway, Harbor Towers Unit 302 by Tropical Sands Accommodations offers a welcoming home base in a prime island location. Secure your dates today and start looking forward to sun-soaked days, coastal breezes, and easy island living.

Harbor Towers 302 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$242.14

Harbor Towers Unit 321 by Tropical Sands AccommodationsbrbrWelcome to Harbor Towers Unit 321, a spacious one-bedroom, one-bath condo in one of Siesta Key’s most desirable gated waterfront communities. Perfect for couples, seasonal guests, or extended stays with a 13-night minimum requirement, this inviting retreat offers scenic views, a bright enclosed lanai, and access to resort-style amenities just minutes from Siesta Key Beach and Siesta Key Village.brbrHighlightsbr• 1 Bedroom / 1 Bathroom condobr• King bedbr• 13-night minimum stay communitybr• Short drive to Siesta Key Beachbr• Enclosed lanai with panoramic viewsbr• Gated waterfront communitybr• 2 heated community poolsbr• 3 Har-Tru tennis courtsbr• 40-slip marinabr• Fitness center and saunabrbrHarbor Towers is known for offering amenities rarely found in many Siesta Key associations. Guests enjoy two heated pools, ideal for relaxing year round, along with three tennis courts for those who enjoy staying active. The 40-slip marina provides direct access to the Intracoastal Waterway, and the gated community also features a fitness center and sauna. For extended stay guests and snowbirds, these amenities make Harbor Towers a standout choice for comfort and recreation.brbrInside Unit 321, the enclosed corner lanai is the highlight. Surrounded by large windows, this bright dining and sitting space offers beautiful views and abundant natural light, creating the perfect setting for morning coffee or sunset dinners. The open living and dining area feels spacious and welcoming, with comfortable seating and a television for relaxing evenings. The enclosed lanai extends the living space and provides a peaceful vantage point overlooking the surrounding area. The kitchen offers generous cabinet storage, full-size appliances, and ample counter space for preparing meals with ease. Whether you are staying for a few weeks or a seasonal visit, this layout supports both comfort and functionality.brbrThe primary bedroom features a king bed, large windows with natural light, and ample storage space. The ensuite bathroom includes a spacious vanity and a shower and tub combination for added convenience. Designed with extended stay guests in mind, the bedroom offers a restful and private retreat after a day at Siesta Key Beach or exploring the Village.brbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroom with shower and tub combinationbrbrHarbor Towers Unit 321 offers elevator access, beautifully maintained grounds, community grilling areas, and assigned parking. The 13-night minimum stay requirement ensures a quieter, more residential atmosphere, ideal for couples, snowbirds, and remote workers seeking a longer Siesta Key getaway.brbrIf you are looking for a Siesta Key condo rental that offers resort-style amenities, scenic views, and the comfort of an extended stay community, Harbor Towers Unit 321 by Tropical Sands Accommodations is the perfect choice. Reserve your preferred dates today and experience the relaxed coastal lifestyle that makes Siesta Key a favorite year after year.

Harbor Towers 321 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Bed

Bath

4

Sleeps

$249.27

Harbor Towers Unit 216 by Tropical Sands AccommodationsbrbrWelcome to Harbor Towers Unit 216, a beautifully updated two-bedroom, two-bathroom condo in one of Siesta Key’s most sought-after gated waterfront communities. Perfect for extended stays with a 13-night minimum requirement, this inviting retreat offers comfortable coastal interiors, resort-style amenities, and a prime location just minutes from the world-famous Siesta Key Beach and Siesta Key Village.brbrHighlights:br• 2 Bedroom / 2 Bathroom condobr• King, Full, Queen sleeper sofabr• 13-night minimum stay communitybr• Short drive to Siesta Key Beachbr• Gated waterfront communitybr• 2 heated community poolsbr• 3 Har-Tru tennis courtsbr• 40-slip marinabr• Fitness center and saunabr• Convenient location near Siesta Key Village dining and shoppingbrbrHarbor Towers is known for its exceptional community amenities that set it apart from many Siesta Key associations. Guests enjoy access to two heated pools, ideal for morning swims or relaxing afternoons in the Florida sunshine. Tennis enthusiasts will appreciate the three tennis courts, while boating lovers can take advantage of the 40-slip marina. This gated waterfront community also features a fitness center and sauna, making it an ideal choice for extended stay guests who want both recreation and relaxation during their time on Siesta Key.brbrUnit 216 welcomes you with a bright and comfortable living area featuring plush seating and a queen sleeper sofa, providing additional sleeping space for guests. Large windows bring in natural light, creating a relaxed coastal atmosphere perfect for longer stays. The fully equipped kitchen offers stainless steel appliances, ample cabinetry, and all the cookware and utensils needed to prepare meals with ease. Whether you are cooking dinner after a beach day or enjoying morning coffee before heading to the pool, this space is designed for convenience. The adjacent dining area provides a comfortable setting for shared meals or casual gatherings.brbrThe primary bedroom features a king bed, generous closet space, and a private ensuite bathroom with a walk-in shower and dual vanity, offering both comfort and privacy. The second bedroom includes a full bed and easy access to the hallway bathroom, which features a shower and tub combination. With the additional queen sleeper sofa in the living room, this condo comfortably accommodates couples, small families, or extended stay guests hosting visitors. Each bedroom is thoughtfully designed to provide a restful and relaxing environment after a day spent enjoying Siesta Key.brbrRoom Detailsbr• Primary Bedroom: King bed and ensuite bathroom with walk-in showerbr• Second Bedroom: Full bedbr• Living Room: Queen sleeper sofabr• Hallway Bathroom: Shower and tub combinationbrbrHarbor Towers Unit 216 includes access to community grilling areas, beautifully maintained grounds, and direct access to the Intracoastal Waterway. The 13-night minimum stay policy creates a peaceful environment ideal for seasonal guests, remote workers, and snowbirds seeking a longer Siesta Key escape.brbrIf you are looking for a Siesta Key vacation rental that offers resort style amenities, a prime waterfront location, and the comfort of an extended stay condo, Harbor Towers Unit 216 by Tropical Sands Accommodations is the perfect choice. Secure your preferred dates today and start planning your coastal retreat in beautiful Siesta Key.

Harbor Towers 216 - Tropical Sands Accommodations

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$207.68

Harbor Towers Unit 312 by Tropical Sands AccommodationsbrbrHarbor Towers Unit 312 is a freshly remodeled one-bedroom, one-bath condominium offering marina views and modern upgrades throughout within the Harbor Towers Yacht and Racquet Club. This bright residence features new furnishings, flexible sleeping accommodations, and a comfortable layout ideal for an extended Siesta Key stay.brbrHighlightsbr• 13-night minimum staybr• 1 Bedroom / 1 Bathroombr• Sleeps up to 4 guestsbr• King bed and Murphy bedbr• Marina viewsbr• Freshly remodeled interiorbr• New furniture and vinyl flooring throughoutbr• Fully equipped kitchen with stainless steel appliancesbr• Laundry room located directly across the hallbr• Gated waterfront communitybr• Two heated pools and three Har-Tru tennis courtsbrbrGuests at Unit 312 enjoy access to Harbor Towers’ resort style amenities, including two heated swimming pools, three Har-Tru tennis courts, and a 40-slip marina along the Intracoastal Waterway. Fitness and sauna facilities, shared grilling areas, and scenic waterfront seating throughout the community create a relaxed island atmosphere designed for longer stays.brbrThe condo offers a comfortable and efficient floor plan designed for relaxation and ease. The living area features a cozy sectional, a flat-screen TV with HD cable, and a Murphy bed, allowing the space to accommodate additional guests. The living area flows into a fully equipped kitchen with granite countertops, new stainless steel appliances, and a coffee machine, making it easy to prepare meals during your stay. A dining table for four provides a welcoming space for meals and gatherings.brbrThe primary bedroom features a brand new king mattress, ample closet and dresser storage, and a flat-screen TV with HD cable. The bathroom includes a walk-in shower with a built-in Bluetooth speaker, adding a unique and modern touch to the space. Bed linens and bath towels are provided for guest convenience.brbrRoom Detailsbr• Primary Bedroom: King bedbr• Living Area: Murphy bedbrbrWith its fresh renovations, marina views, and access to Harbor Towers’ exceptional waterfront amenities, Harbor Towers Unit 312 by Tropical Sands Accommodations is a welcoming retreat on Siesta Key. Enjoy morning coffee overlooking the marina, take advantage of the nearby trolley stop, and settle into the easy rhythm of island living. Book your extended stay and make this your coastal home away from home.

Harbor Towers 312 - Tropical Sands Accommodations

Siesta Key, Florida, United States

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Sleeps

$390.42

Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. Professionally managed by Gulf Coast Vacation Rentals, with breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great space for enjoying meals with family or friends. The light and bright living room enhances the relaxed, coastal vibe.brOn the first floor, the primary bedroom boasts a king-size bed and an attached bathroom featuring a walk-in shower with stunning marble from floor to ceiling. Upstairs, the second bedroom offers a spacious retreat with a queen-size bed, ideal for unwinding after a day of adventure. The second bathroom includes a dual vanity and a walk-in shower, while the third bedroom has two twin-size beds, perfect for guests or family members. For beach days, you'll find all the essentials stored in the garage, making this condo a true beach lover's paradise!brbrUpon arrival at Gulf & Bay Club Bayside, you'll be captivated by the beauty, serenity, and charm of this Key West style village. Stroll along the community path to the fishing dock, where you can take in the breathtaking views of the Intracoastal Waterway. Here, you might catch a fish, spot jumping dolphins, or even see a manatee.brbrOur spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and tranquil lakes with soothing fountains. Gulf and Bay Club Bayside offers a variety of on-site activities, including two heated pools, two tennis courts that can be converted to pickle-ball courts, and an exercise room. BBQ grills are also available for all guests to use, making it easy to enjoy a meal outdoors.brbrHouse Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.

Lakefront Siesta Key Condo With Beach Access - GBB 1206

Siesta Key, Florida, United States

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$502.73

This ground floor 2 bedroom, 2 bathroom unit is nicely updated and comfortably furnished with easy access to the pool and the beach. Our Property is managed by the Siesta Dunes Rental Office and the staff is available to assist you during your stay.brbrAmenities include:brbrGulf View, from 1st FloorbrbrKing in Master BedroombrbrShower in Master Bathroombrbr2 Twins in Guest BedroombrbrShower/Tub in Guest BathroombrbrTile Flooring ThroughoutbrbrDVD, Stereo and CD Playerbrbr3 Flat Screen TelevisionsbrbrWireless Internet Access

New Listing! Ground floor, easy access to the pool and beach! Siesta Dunes 2-104

Siesta Key, Florida, United States

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$629.26

Residence 406 - Island ViewbrbrThis fourth floor, 3-bedroom, 3-bathroom residence offers the ideal location for your next island escape. Tastefully furnished in shades of blue and white, highlighted with rich natural wood pieces, this stunning vacation rental embodies coastal style. The open floor plan boasts spacious living and dining areas anchored by a gourmet kitchen designed for entertaining - with top-of-the-line appliances, dramatic quartz countertops and wine fridge. A private terrace off of the living area is the perfect place to take in island views and stunning sunrises. The master suite with king bed features a walk-in closet and spacious master bath with twin sinks, private toilet, and walk-in shower. The residence offers two additional queen bedrooms with baths, one ensuite and the other adjacent. Located Island-side on the fourth floor, this is the perfect beach retreat for you and your family and friends. brbrBedding and Televisions:brMaster Bedroom: King Bed, TV brBedroom 2: Queen Bed, TVbrBedroom 3: Queen Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Private TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Beautiful Coastal Getaway with Sunrise Views: Residence 406

Siesta Key, Florida, United States

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$667.3

Residence 310 - Water ViewbrbrRelax in pampered comfort in this beautifully appointed 3-bedroom, 2-and-a-half-bath vacation rental. Located on the third floor, this corner residence faces northeast, yet boasts a thoughtfully placed terrace with expansive views looking north up world-renowned Siesta Beach. Tastefully furnished in modern beach chic, this residence’s open floor plan features a fully-outfitted chef’s kitchen with top-of-the-line appliances opening onto a a light-filled living and dining area. The living area opens onto the private terrace, sharing its views up the beach. The spacious master suite features a walk-in-closet and spa-like master bath. The residence offers two additional bedrooms, one with ensuite bath, and all three bedrooms provide lush island views. From sunrise to sunset, you will truly enjoy every moment of your vacation in this elegant residence. brbrBedding and Televisions:brMaster Bedroom: King Bed, TVbrBedroom 2: King Bed, TVbrBedroom 3: Queen Bed, TVbrLiving Room: TVbrbrResidence Amenities:br• Cablebr• Wifibr• Flat-Screen TV in living areabr• Sub-Zero Refrigeratorbr• Wolf Oven, Range-top and Microwavebr• Asko Dishwasherbr• Sub-Zero Wine Refrigeratorbr• Washer/Dryerbr• Clothing Steamerbr• Hairdryersbr• Private Gulf-View TerracebrbrProperty Amenities:br• Full-service Lobbybr• On-site Conciergebr• Linen & Housekeeping Servicesbr• Beach Valetbr• Beachfront Watersportsbr• Private, Under-building Parkingbr• EV Charging Stationsbr• Fitness Roombr• Gulf-front Fire Pitbr• Beachfront Grillsbr• Saltwater Pool & Spabr• 2nd Floor Beachfront Entertainment Terracebr• Poolside Cabanas

Gorgeous Third Floor Luxury Residence with Beach Views: Residence 310

Siesta Key, Florida, United States

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