Vacation Rentals By Owner In Siesta Key, FL

Welcome to Midnight Cove II 514D! Nestled in Siesta Key, our community is bursting with shopping, dining, art, and culture. Enjoy the convenience of the free Siesta Key Breeze Trolley, easing your travels without the hassle of parking. Stroll to the beach via our dedicated access and experience the famed sand-in-your-toes ambiance. brbrThis fully equipped ground floor end unit, centrally located, is only steps away from both the pool and the stunning Crescent Beach. Relax on the screened-in lanai with an outdoor dining table and enjoy coastal decor throughout. The master bedroom features a king bed, while the guest bedroom offers two twin beds.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 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). brbrJust minutes from downtown Sarasota and attractions like the Ringling Museum of Art, Midnight Cove II is truly your gateway to a top Florida vacation. brbrBook your stay at Midnight Cove II 514F today and discover your perfect beach getaway! Your Siesta Key adventure awaits!

Midnight Cove II 514F - Spacious Condo Near Beach with Pool and Tennis

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$365.01

Welcome to Midnight Cove II 420D! Experience the best of Siesta Key in our spectacular 3-bedroom, 2.5-bathroom condo, perfect for families or friends seeking a relaxing getaway. Nestled within a serene, beautifully landscaped 14-acre property, this clean and fresh unit offers a lovely view of the canal waterway. With private beach access just a short stroll away, you can enjoy the world-renowned Siesta Beach, famous for its sugar-fine white quartz 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• CornholebrbrDiscover the vibrant local community, rich with shopping, dining, and culture. The free Siesta Key Breeze Trolley makes exploring the area easy, eliminating the hassle of parking. Enjoy fantastic on-site amenities, including a heated swimming pool, tennis courts (with pickleball), a basketball court, clubhouse, and BBQ grilling area, along with an observation deck and private docks available for rent.brbrLocated just minutes from downtown Sarasota and its attractions, including the Ringling Museum of Art, Midnight Cove II is the ideal base for your adventure. brbrBook your stay today and embrace the sun-soaked paradise of Siesta Key at Midnight Cove II 420D! Your unforgettable beach getaway awaits!

Private Vacation Home

Midnight Cove II 420D - Stunning Siesta Key Condo with Lanai

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$233.62

Welcome to Midnight Cove II 412F! Step into this charming 1st-floor condominium, featuring an inviting living room boasts two stylish chairs and updated wall decor, creating a cozy atmosphere for relaxation. This home away from home is equipped with all the essentials, including linens, cooking utensils, dishware, and small appliances, ensuring your stay is comfortable and convenient. 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 Siesta Key Beach 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 a king-size bed in the master bedroom and two twin beds in the second bedroom, this unit accommodates up to four guests. The fully equipped kitchen includes all appliances, a microwave, dishwasher, toaster, and coffee maker, making meal prep a breeze. A full bath with a tub/shower combination and a half bath off the guest bedroom provide ample facilities. Enjoy morning meals on the large screened lanai, taking in the beautiful grounds, along with the convenience of a washer and dryer for added ease. brbrBook your stay at Midnight Cove II today and experience the best of Siesta Key living!

Midnight Cove II 412F - Beautiful Canal View!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$245.17

Welcome to Midnight Cove II Unit 413! Experience the tranquility of our beautiful, quiet, and comfortable 2-bedroom ground floor condo, nestled in one of the finest complexes on the island. 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 Siesta Key Beach 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, our well-equipped, updated kitchen opens to a cozy living area. The primary bedroom features a king-size bed, while the second bedroom offers two twin beds. Both bedrooms boast mirrored closet doors, creating a roomy feel, and come with remote-control ceiling fans. Enjoy modern amenities such as Wi-Fi and flat-screen TVs in each bedroom, plus a larger one in the living space. brbrThis wheelchair-friendly unit includes full-size laundry facilities and south-facing views of the lush MCII grounds and intercoastal waterways, with ample sunlight streaming through a full wall of glass sliders. brbrBook your stay at Midnight Cove II Unit 413 today and make unforgettable memories!

Midnight Cove II 413F: Ground Floor Unit and Views

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$127.58

Nestled in Siesta Key, this delightful newly renovated condo offers a tranquil escape for guest's just steps from a private beach. With 1 cozy bedroom featuring a queen bed and a charming living room with access to back patio, this gorgeous property is the perfect retreat. Enjoy the convenience of amenities like central AC/heat, and a washer/dryer, making your stay comfortable and stress-free. Experience the magic of Siesta Key at our condo located just a short walk to the many restaurants, shops, ice cream parlors, and other amenities of Siesta Village.

Siesta Key Newly Renovated Condo with Private Beach/short walk to Siesta Village

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$202.21

Welcome to The Pointe, a private, gated waterfront oasis located on the serene southernmost tip of world-famous Siesta Key. This luxury 2-bedroom, 2-bath condominium offers unforgettable 240-degree sunrise-to-sunset water views, visible from nearly every room. If you’re seeking a peaceful coastal escape with upscale comfort, breathtaking scenery, and close proximity to beaches, dining, and Florida’s natural beauty—this is it. Step inside to an open and airy floorplan filled with natural sunlight and surrounded by panoramic vistas of the bay and lush tropical landscape. The generous living and dining areas are beautifully furnished with high-end décor, creating a relaxing, elevated atmosphere perfect for unwinding after island adventures. The modern kitchen is fully equipped with everything you need for extended stays, and the dedicated laundry room adds convenience not always found in vacation rentals. Primary Suite: King bed with luxury linens, En-suite bathroom, Walk-in closet, Private access to the screened waterfront lanai, Wake up each morning to peaceful views of the shimmering water. Guest Bedroom Comfortably appointed for couples, children, or friends, Steps from the second full bathroom, Quiet and private layout with stunning water views, with private access to the lanai. The lanai is where guests fall in love with this property. Enjoy: Morning coffee at sunrise, Afternoon breezes with wildlife viewing, Evening relaxation as colors paint the sky at sunset. This is truly one of the most peaceful vantage points on Siesta Key. The Pointe – Resort-Style Amenities: Located on over 5 private acres of premier waterfront property, The Pointe is known for its tranquility, exclusivity, and superb amenities, including: Heated lap pool, Spa, separate mens and womens sauna, Clubhouse, Fitness center, Tennis & pickleball courts, Outdoor BBQ grilling area, Kayak launch, Gated, Assigned premier parking space steps from the building. Everything is designed to elevate your vacation experience. Location: You’re just minutes from all the best Siesta Key has to offer: Turtle Beach – less than 1 mile, Crescent Beach – 5 min, Siesta Key Public Beach & Park – 10 min, Siesta Key Village – restaurants, shopping & nightlife, Kayaking, boat tours, fishing charters, and more. Despite being close to everything, the community is tucked away on the peaceful end of the island—ideal for guests who want tranquility without sacrificing convenience. Why Guests Love This Condo: Rare 240° panoramic water views, Luxury furnished interior, Peaceful gated community, Premier assigned parking space, Updated kitchen & laundry, Resort-style amenities, Close to beaches, restaurants & village, Perfect for couples, families & extended stays! This listing is a ******* 3 month rental minimum ******* (90 day Rental Minimum)

Luxury Escape Panoramic peaceful Waterfront Views near restaurants and beaches

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$306.96

brbrWe invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAs you enter the condo, you are greeted by an open concept space which features cozy seating ...areas, TV and a dining room table. The openness of the floor plan allows for entertaining, family dinners and a sense of togetherness. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of palm trees swaying in the breeze (Siesta Key and the Gulf of Mexico). Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex. Assigned covered parking spot right accross from the main entrance.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 DOUBLESbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 3brbr- Internet Access: WIFIbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: 62brbr- PICKLEBALL: Yesbrbr- Bay View: CORNER BAYbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr

Anchorage 310

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$280.48

Sunset Royale 116 by Tropical Sands Accommodations br1-Week Minimum Stay brbrExperience a seamless island getaway at Sunset Royale 116, a premier 2-bedroom, 2-bathroom ground-level condo located directly across from the world-famous Siesta Key Beach. This gated access community offers premium security and convenience, featuring assigned covered parking, elevator access, and on site laundry facilities. Whether you are visiting for a family vacation or a remote work retreat, this home is fully equipped for your stay. brbrHighlights br• 2-minute walk to Siesta Key Beach and walkable to Siesta Key Village. br• 2 bedroom / 2 bathroom br• 1 Queen bed, 2 Twin beds br• Secure gated entry with assigned covered parking br• Access to two (2) on-site propane grills and a shared BBQ picnic area. br• Private beach locker stocked with beach chairs, a cooler, an umbrella, and kids' toys. A beach wagon is available upon request! br• Kitchen includes a regular drip coffee pot or Keurig for your morning brew. brbrStep outside to your private outdoor patio, featuring a table and chair set, the perfect spot for morning coffee or enjoying the Gulf breezes. brbrThe open concept living area features two comfortable couches and a recliner, perfect for relaxing after a day on the sand. For those needing to stay productive, this unit features a dedicated remote work station/desk area located just off the kitchen. Enjoy meals at the full size dining table or head into the bright Florida room, which offers a high top table and chairs plus a pull out sleeper sofa for extra guests. br brThe primary suite is a serene escape featuring a queen-size bed and an ensuite bathroom with a walk-in shower. The second bedroom includes two twin beds and a TV, ideal for children or additional guests. Both bedrooms are designed to provide a restful night’s sleep, ensuring you wake refreshed for your adventures. brbrRoom Details br• Primary Suite: Features a Queen-size bed, TV, and a private ensuite bathroom with a modern walk-in shower including a built-in seating area. br• Guest Bedroom: Includes two (2) Twin beds and a TV, ideal for children or additional guests. br• Guest Bathroom: A full bathroom featuring a shower/tub combo equipped with a safety grab bar for added accessibility. brbrLocated steps from the white quartz sands of Siesta Key, you are perfectly positioned for swimming, snorkeling, and sunset walks. After a day in the sun, use the on site propane grills for a cookout or take a short stroll to Siesta Key Village for world-class dining and shopping. brbrBook your stay at Sunset Royale 116 today and enjoy a fully equipped, gated beach getaway with all the comforts of home!br brbr- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrPlease note: This property does not allow pets of any kind. brbr1 car maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Sunset Royale - 116- 2bed/2bath condo. Perfectly located from beach and village.

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$227.33

Sea Club II Unit 2B by Tropical Sands Accommodations brbrWelcome to Sea Club II Unit 2B by Tropical Sands Accommodations, a relaxing bayfront one bedroom, one bathroom condo perfect for a couple’s Siesta Key getaway. Located directly on the Intracoastal Waterway and just a 10 minute walk to Siesta Key Beach, this ground level retreat offers peaceful water views, easy access to the Siesta Key trolley, and a convenient location near Siesta Key Village with its local boutiques, coffee shops, ice cream stores, and favorite island restaurants. With coastal charm, community amenities, and a comfortable interior, this home is ideal for guests seeking a simple and affordable Siesta Key vacation rental. brbrHighlights br• Bayfront home br• 10 minute walk to Siesta Key Beach br• 1 bedroom / 1 bathroom br• 1 King bed / 1 Sleeper sofa br• Ground level porch with seating br• Community pool br• Community fishing pier br• Community boat basin (up to 24 feet) br• Community grills and tiki hut br• 1 parking space br• Onsite laundry facility br• Four minute walk to trolley stop brbrGuests of Sea Club II have access to a variety of relaxing community features that make beach vacations easy and enjoyable. Spend the afternoon by the community pool, enjoy the shade of the tiki hut, or cook dinner on the shared community grills. Water lovers will appreciate the fishing pier and access to the boat basin for boats up to 24 feet. Beach days are simple with beach access just 10 minutes away. brbrThe home begins with a charming front patio with seating, perfect for morning coffee or unwinding after a day in the sun. Inside, the living area includes a comfortable sofa, side chair, and TV, offering a relaxing place to cool off or enjoy a quiet evening. The kitchen is equipped with essential appliances, dishware, cookware, and utensils, making meal prep easy. A table for two provides a convenient dining space for casual breakfasts or simple meals at home. brbrThe primary bedroom offers a king-sized bed, TV, dresser, and a small desk. The hall bathroom includes a shower and tub combination, providing everything needed for a refreshing rinse after the beach. A sleeper sofa in the living area offers additional flexibility for guests. brbrRoom Details br• Primary Bedroom: King bed br• Living Area: Sleeper sofa br• Bathroom: Shower and tub combination brbrGuests will enjoy one assigned parking space and access to an onsite laundry facility. The community is located just minutes from popular Sarasota attractions, dining, and shopping. The nearby Siesta Key trolley makes exploring the island easy without worrying about driving or parking. brbrWith its relaxed setting, excellent location near Siesta Key Beach, and access to bayfront amenities, Sea Club II Unit 2B by Tropical Sands Accommodations offers everything needed for an easy, affordable, and enjoyable Siesta Key vacation. Book your stay today and start planning your perfect island vacation!

Ground-floor Condo with Community Pool and Beach Access - Sea Club II Unit 2B

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$454.35

Jamaica Royale T22 by Tropical Sands Accommodations brbrEnjoy stunning sunset views and refreshing Gulf breezes at Jamaica Royale T22, a two-bedroom, two-bath beach condo ideal for a couple's retreat or small family getaway. Located just steps from the sandy shores and a short walk to the Siesta Key Breeze Trolley, you’ll have easy access to vibrant Siesta Key Village with its delightful restaurants, shops, and bars!brbrHighlights br• Private Beach Access br• 3 Shared Heated Pools br• Private Balcony br• Beach Views br• Community Shuffleboard Court br• Onsite laundry facilities br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrJamaica Royale is a gated beachfront complex offering private access to the stunning white sands of Siesta Key Beach. Enjoy three heated community pools, shuffleboard courts, two laundry rooms, shared gas grills, and outdoor showers for the perfect vacation in Sarasota, Florida. brbrThis inviting Siesta Key condo offers a comfortable living area with a TV, perfect for relaxing after a beach day. The fully equipped kitchen lets you prepare meals to enjoy indoors or on the balcony with lovely beach views.brbrBoth bedrooms provide cozy beds, additional TVs, and ample storage for a restful night's sleep. The primary bedroom has an ensuite bathroom with a shower-tub, while the hall bathroom features a spacious walk-in shower.brbrDon't miss this opportunity to experience the best of Siesta Key—book your stay at Jamaica Royale T22 today and start creating unforgettable memories by the beach!

Relax at Jamaica Royale T22: Beachfront Condo with Sunset Views in Siesta Key

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$302.59

Jamaica Royale Penthouse 1 by Tropical Sands AccommodationsbrbrWelcome to Jamaica Royale Penthouse 1, the only end-unit penthouse in the Jamaica Royale complex boasting direct Gulf of Mexico views and an expansive two-story layout. This newly renovated one-bedroom, two-bath condo with a bonus room combines space, comfort, and coastal elegance. Perfect for couples or small families seeking a luxury beach escape. Located within the Jamaica Royale beachfront community on Siesta Key, guests are just steps from the white sands of America’s #1 Beach, with private beach access, resort-style amenities, and breathtaking sunsets right outside their door.brbrHighlightsbr• Newly renovated interiorbr• Exclusive end-unit penthouse with direct Gulf viewsbr• Two-story condo with 1 Bedroom, 2 Bathrooms + Bonus Room (Sleeps 4)br• Beachfront gated complex with private beach accessbr• 3 Heated community pools + shuffleboardbr• Fully equipped kitchen with updated appliancesbr• Private lanai for reading or loungingbr• In-unit washer and dryerbr• Walking distance to pickleball courts and beach activitiesbr• 7-night minimum stay (Saturday to Saturday)brbrThis beautifully updated penthouse offers everything you need for a perfect stay. Private beach access, three heated pools, shuffleboard courts, and BBQ areas for outdoor dining. Guests can unwind on the beach with complimentary chairs or take a short stroll to the Siesta Key public beach, where local volleyball tournaments and events bring the island to life. After a day of exploring, return to your private lanai to enjoy a glass of wine as the sun dips below the horizon.brbrStep inside and experience an open and airy living area with elegant coastal decor and panoramic Gulf views. The spacious layout includes a comfortable sitting area with a large Smart TV, a queen sleeper sofa, and access to the adjoining lanai, ideal for reading or accommodating extra guests. The kitchen is equipped with full-size stainless-steel appliances, granite countertops, and all the essentials for preparing meals at home. A washer and dryer are provided for added convenience, ensuring your stay feels like home from the moment you arrive.brbrThe primary bedroom suite offers a king bed, a TV, and a private ensuite bathroom with a walk-in shower and built-in seat for added comfort. The bonus room provides additional space for reading, relaxing, or accommodating guests. A second full bathroom on the main floor adds convenience for larger groups or families. Every detail, from modern finishes to soft linens, creates a soothing coastal atmosphere designed for rest and relaxation.brbrRoom Detailsbr• Primary Bedroom (Upper Level): King bed, ensuite bath with walk-in shower and seatbr• Living Room (Main Level): Queen sleeper sofa, access to full guest bathbrbrTreat yourself to luxury island living at Jamaica Royale Penthouse 1 by Tropical Sands Accommodations, where direct Gulf views, newly renovated interiors, and private beach access deliver the ultimate Siesta Key experience.brbrBook your stay today and discover why this one-of-a-kind penthouse is truly paradise on Florida’s Gulf Coast!

Jamaica Royale Penthouse Best Location!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$449.26

Jamaica Royale 703 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamacia Royale 703! This beachfront condo features 2 bedrooms and 2 bathrooms, making it perfect for families or small groups seeking a memorable vacation. You'll find yourself steps away from the pristine sands of Siesta Key Beach and the charming shops and restaurants of Siesta Village, are just a Siesta Key Breeze trolley ride away. brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• Outdoor Dining Table br• 3 Shared Heated Pools br• Community Shuffleboard Court br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrJamaica Royale is a gated beachfront complex offering private access to the stunning white sands of Siesta Key Beach. Enjoy three heated community pools, shuffleboard courts, two laundry rooms, shared gas grills, and outdoor showers for the perfect vacation in Siesta Key, Florida. brbrStep into the airy living room, where comfortable seating awaits, allowing you to relax while spotting dolphins in the Gulf. The glass-enclosed balcony provides a seamless connection to the outdoors, perfect for enjoying meals with stunning views. The kitchen features sleek stainless steel appliances, making meal prep a breeze, while the contemporary dining table is great for sharing fun moments with family and friends. brbrThe beachy primary bedroom includes a king-size bed and glass sliders that fill the space with natural light and showcase beautiful beach views. The attached primary bathroom boasts a spacious walk-in shower. The guest bedroom is furnished with both a queen and a full bed, ensuring ample accommodation for additional guests, while the hall bathroom provides a convenient shower-tub combination.brbrDon’t miss your chance to book Jamaica Royale 703!

Jamaica Royale 703: Beachfront Condo with Stunning Views and Community Amenities

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$463.51

Jamaica Royale 702 by Tropical Sands Accommodations brbrWelcome to Jamaica Royale 702 — a true beach paradise! This 2-bedroom, 2-bathroom condo offers stunning, expansive views of the beach and Gulf of Mexico from a private balcony and comfortable lanai — as well as from almost every room in this well-appointed home-away-from-home. Ideal for families, friends, or couples, this unit is just steps from the famous Siesta Key Beach and a quick Siesta Breeze Trolley ride to Siesta Key Village. Experience unforgettable sunsets that will keep you coming back year after year! brbrHighlights br• Private Beach Access br• Expansive Balcony with Beach Views br• Covered Lanai with Ceiling Fan br• Outdoor Seating & Dining Table br• 3 Shared Heated Pools br• 2 Shared BBQ Areas br• Lush Gardens br• Community Shuffleboard Court br• 1 Assigned Parking Spot br• No Daily Resort FeesbrbrRecently renovated Jamaica Royale is a gated beachfront complex offering private access to the stunning white sands of Siesta Key Beach. Enjoy three heated community pools, lush gardens, shuffleboard courts, onsite laundry, shared gas grills and outdoor showers for the perfect vacation in Siesta Key, Florida. brbrAs you enter Jamaica Royale 702, you’ll quickly appreciate all the perks of Florida’s casual indoor-outdoor living. Our inviting open floor plan seamlessly connects the indoor living, dining and kitchen areas with breathtakingly beautiful ocean-front views from a spacious lanai, balcony and oversized picture windows. Kick-back and relax on the sleeper sofa or one of the comfy recliners to enjoy the smart TV in the cozy living room. The well-stocked kitchen and large dining area feature stainless steel appliances, ample counterspace and seating for 8, perfect for preparing meals and entertaining. Open the 4-slider door to connect the indoor dining area to the lanai and balcony, perfect for open-air dining at a table with seating for 4 — and spectacular views. brbrThe primary bedroom features a tropical-inspired bedroom with a king-size bed and glass sliders that extend along the length of the room, providing incredible views and natural light. The attached primary bath boasts a spacious walk-in shower and ample storage within a vanity bathed in light. The guest bedroom is furnished with two full beds, a walk-in closet and easy access to the hall bath with a shower-tub combo. brbrDon’t miss your chance to experience paradise at Jamaica Royale 702! Book your stay today to indulge in the beauty and charm of Siesta Key Beach, where breathtaking views and a laid-back coastal lifestyle await you!

Experience the Best of Siesta Key at Jamaica Royale 702 with Gulf Views!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$454.35

Jamaica Royale 606 by Tropical Sands Accommodations brCondo in Siesta Key, Florida brbrWelcome to Jamaica Royale 606 by Tropical Sands Accommodations—your perfect beach getaway! This 2-bedroom, 2-bathroom condo offers breathtaking beachfront views, ideal for families or friends seeking a memorable vacation. Enjoy easy access to nearby attractions, including the charming shops and restaurants of Siesta Village, ensuring a delightful experience on Siesta Key. brbrHighlights br• Private Beach Access br• Balcony with Beach Views br• Outdoor Dining Table br• 3 Shared Heated Pools br• Community Shuffleboard Court br• Two Shared BBQ Areas br• 1 Assigned Parking Spot brbrJamaica Royale is a gated beachfront complex offering private access to the stunning white sands of Siesta Key Beach. Enjoy three heated community pools, shuffleboard courts, two laundry rooms, shared gas grills, and outdoor showers for the perfect vacation in Siesta Key, Florida. brbrAs you enter Jamaica Royale 606, you’ll be drawn to the inviting living room with stylish furniture and stunning Gulf views from the private balcony. The fully equipped kitchen boasts granite countertops and a complete set of appliances for easy meal preparation.brbrThe primary bedroom features a king-size bed with spectacular Gulf views, while the additional bedroom includes 2 full beds, perfect for family or friends. Both bedrooms offer comfort and relaxation, along with two well-appointed bathrooms for your convenience.brbrDon’t miss your dream vacation at Jamaica Royale 606! Book your stay today and enjoy the beauty of Siesta Key Beach for an unforgettable beachfront escape!

Jamaica Royale 606: Your Gateway to the Perfect Beach Vacation on Siesta Key!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$277.9

Sunset Royale – 200 by Tropical Sands Accommodations brbrExperience the ultimate Florida coastal lifestyle at Sunset Royale 200, a stunning two-bedroom, two-bathroom condo located directly across from the world famous Siesta Key Beach. This beachfront-access vacation rental is just steps from the iconic white quartz sands, making it the perfect choice for families and couples seeking a Siesta Key condo with Gulf views, gated access, and covered parking. brbrHighlights br• Directly across the street from Siesta Key Beach and a short walk to Siesta Key Village br• 2 bedrooms / 2 full bathrooms br• 1 King bed, 2 Twin beds br• Private lanai with Gulf views br• Beach chairs, umbrella, cooler, and beach wagon stored in your private locker br• Gated Community: Secure gated access br• 1 Assigned covered parking space included br• Elevator access - No stairs required br• On-site laundry, shared BBQ area with 2 propane grills br• Bluetooth enabled ceiling fan, secure high speed Wi-Fi brbrIdeally situated near Siesta Key Village, guests enjoy easy walking access to top rated local restaurants, boutique shops, and island nightlife. Whether you are looking for a family friendly vacation rental in Sarasota or a relaxing retreat with a private lanai, this home delivers the classic island experience with modern conveniences. brbrThis bright, open concept condo is filled with natural light and features comfortable coastal decor throughout. The spacious living room offers a plush sectional sofa and seamless access to your private lanai, where breathtaking Gulf sunsets await. brbrThe fully equipped kitchen includes a drip coffee maker and all the essentials for cooking in. The adjacent dining area features both a dining table for sit down meals and bar seating for casual bites, ideal for families and groups. The sunny Florida room adds a bonus space with a cozy dinette, perfect for morning coffee or an afternoon card game. brbrThe primary suite offers a peaceful retreat, consisting of a king-sized bed with ample space, comfort, and an ensuite bathroom with a walk-in shower. The second bedroom includes two twin beds to accommodate kids, siblings, or friends traveling together. brbrRoom Details br• Primary Suite: King bed, private ensuite bathroom with walk-in shower, and Gulf-view lanai accessbr• Guest Bedroom: Two twin beds and a guest bathroom with a shower/tub combo brbrSkip the rental lines. Your private locker is stocked with everything you need for a perfect beach day: Beach chairs, Beach umbrella, Cooler, Beach wagon (haul it all in one easy trip). brbrBeyond the beach, you are steps away from the best Sarasota Gulf Coast activities, including fishing, boating, parasailing, jet skiing, snorkeling, and biking. Sunset Royale 200 is the perfect home base for exploring the local culture and natural beauty of Florida's Gulf Coast. brbrBook your Siesta Key vacation rental today and discover why Sunset Royale 200 is a top choice for travelers seeking comfort, convenience, covered parking, elevator access, and the best beach location on the island! br brbr- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrPlease note: This property does not allow pets of any kind. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Sunset Royale - 200- Beautiful two bedroom, two bathroom condo with great views.

Siesta Key, Florida, United States

Bed

Bath

4

Sleeps

$277.9

Sunset Royale – 100 by Tropical Sands Accommodations br1-Week Minimum Stay brbrWelcome to Sunset Royale – 100, a beautifully located two bedroom, two bathroom condo offering an unbeatable two-minute walk to Siesta Key Beach. Situated directly across from Beach Access 11, this ground-level retreat features a private patio with outdoor seating and easy access to the world famous white sands of Siesta Key Beach. Ideal for couples or families, this Siesta Key vacation rental combines comfort, convenience, and classic island charm just a short walk from Siesta Key Village, where you can enjoy local dining, shopping, and entertainment. brbrHighlights br• 2-minute walk to Siesta Key Beach br• 2 bedrooms / 2 bathrooms br• 1king bed, 1 queen bed, and 1 murphy bed br• Private patio with outdoor seating and umbrella br• Beach amenities provided br• Shared BBQ area br• Shared elevator br• Shared laundry facilities br• 1 covered parking space brbrSunset Royale offers thoughtful amenities designed to enhance your beach getaway. Guests can enjoy shared gas grills, outdoor seating areas with umbrellas, and direct beach access just steps away. A private beach locker provides everything you need for a perfect beach day, including chairs, an umbrella, and a wagon, making trips to the sand easy and stress free. brbrInside, the open floor plan creates a welcoming space filled with natural light and coastal comfort. The living room features leather power recliners and a TV, perfect for relaxing after a day at the beach. The fully equipped kitchen includes all essential appliances, cookware, and utensils, making it easy to prepare meals at home. Sliding doors lead to the private patio, where you can enjoy ocean breezes and take in the vibrant sunsets Siesta Key is known for. brbrThe primary bedroom features a king bed, walk-in closet, TV, and an ensuite bathroom for added privacy. The guest bedroom offers a queen bed, a television, and access to a full bathroom, making it ideal for visiting family or friends. A sleeper sofa in the living area provides additional sleeping flexibility. brbrRoom Details br• Primary Bedroom: King bed, full ensuite bathroom br• Guest Bedroom: Queen bed, full bathroom br• Living Area: Sleeper sofa brbrThis condo includes secure Wi-Fi, private covered parking, and coin-operated laundry facilities on each floor. Located just steps from Siesta Key Beach and a short walk to Siesta Key Village, guests are close to fishing, boating, parasailing, snorkeling, biking, and swimming, all part of the Sarasota coastal lifestyle. brbrWith its prime location, private patio, beach ready amenities, and walkable access to Siesta Key Beach, Sunset Royale – 100 by Tropical Sands Accommodations is the perfect place to relax and unwind on your island getaway. Book your stay today and experience the best of Siesta Key living! brbr - brThis property does not allow pets of any kind. brbr1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrPlease see our Tropical Sands Accommodations Rental Policies for full details. brbrThis home is managed by Tropical Sands Accommodations. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Sunset Royale - 100- Outdoor Patio directly across from Siesta Key Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$311.98

Siesta Beach House #308 by Tropical Sands Accommodations brbrWelcome to Siesta Beach House #308, a two-story condo offering two bedrooms and one and a half bathrooms, perfect for a family beach vacation on Siesta Key. Located just a two-minute walk to private beach access, this comfortable retreat combines coastal convenience with community amenities. Guests are also a short five-minute walk to the free Siesta Key Trolley, making it easy to explore Siesta Key Village, located approximately two miles away, with its dining, shopping, and island entertainment. brbrHighlights br• 2-minute walk to private beach access br• 2 bedrooms / 1.5 bathrooms br• 1queen bed, 1 queen bed, 1 twin bed br• Community pool br• Community shuffleboard courts br• Shared BBQ grill br• 1 parking space br• 5-minute walk to trolley stop brbrSiesta Beach House offers guests access to a community pool, shuffleboard courts, and a shared BBQ grilling area, creating an easygoing and family friendly atmosphere. The private beach access allows you to reach the shoreline quickly without crossing busy roads, making beach days simple and stress free. brbrThe main living level welcomes you with a comfortable living room featuring cozy sofas and TV, perfect for relaxing after a day at the beach. The fully equipped kitchen includes essential appliances, cookware, and dishware for preparing meals at home. Two dining tables, each seating three guests, provide flexible dining space for families or small groups. brbrUpstairs, the primary bedroom features a queen bed, ample dresser storage, and a TV, offering a light and relaxing coastal atmosphere. The second bedroom includes a queen bed and a twin bed, along with a TV, making it ideal for children or additional guests. A full bathroom is located in the upstairs hallway, while a half bathroom on the main level adds convenience for daily use. brbrRoom Details br• Primary Bedroom: Queen bed br• Second Bedroom: Queen bed and twin bed br brGuests enjoy access to private beach entry, a community pool, shuffleboard, shared grilling areas, and convenient parking. The nearby trolley stop makes it easy to explore Siesta Key without a car, while Siesta Key Village offers dining, shopping, and nightlife just minutes away. brbrWith private beach access, a two story layout, and convenient community amenities, Siesta Beach House #308 by Tropical Sands Accommodations is a wonderful choice for families seeking a relaxed and affordable Siesta Key getaway. Book your stay today and start making beach memories that bring you back year after year! br br- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbrOnly one designated parking space per unit is provided. Visitor parking is no longer permitted. If you plan to bring an additional vehicle, you must notify us in advance so the association can issue a temporary parking pass. Vehicles without proper authorization or a valid parking pass will be ticketed and towed. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Townhouse with Beach Access, Shared Pool - Siesta Beach House 308

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$522.91

Siesta Beach House #303 by Tropical Sands Accommodations brbrWelcome to Siesta Beach House #303, a comfortable two bedroom, one and a half bathroom condo located just steps from the soft white sands of Siesta Key Beach. Set within a quiet complex on a private lane, this inviting condo offers gated beach access with no roads to cross, making beach days easy and stress free. With shared amenities and a relaxed island atmosphere, this is a great option for families or couples searching for budget-friendly Siesta Key vacation rentals with classic island charm. brbrHighlights br• 2-minute walk to Siesta Key Beach br• Gated beach access br• 2 bedrooms / 1.5 bathrooms br• 1 king bed, 1 queen bed, 1 twin bed br• Shared heated pool br• Shared shuffleboard courts br• Outdoor dining table and sun loungers br• Shared BBQ area br• 1 parking space br• Community laundry facilities brbrGuests at Siesta Beach House #303 enjoy a variety of shared amenities designed for easygoing beach living. Begin your day with a short walk to the beach through the private gated access, then unwind by the shared heated pool, perfect for enjoyment. The outdoor common areas include sun loungers, a shared BBQ area, and an outdoor dining table, ideal for relaxed meals after a day on the sand. Shuffleboard courts add a fun, old Florida touch, while the peaceful setting makes this complex especially appealing for families and couples. brbrInside, the condo features a bright and welcoming living area with comfortable seating and a TV, creating a cozy space to relax after beach adventures. The dining area offers seating for shared meals, and the kitchen is well equipped for preparing breakfasts, snacks, or simple dinners during your stay. The open layout and coastal decor make the space feel light, comfortable, and easy to enjoy. brbrThe primary bedroom includes a comfortable king-sized bed, coastal decor, and a calm atmosphere for restful nights. The second bedroom features one queen bed and one twin bed, providing flexible sleeping arrangements for families or additional guests. The condo includes one full hallway bathroom with a tub and shower combination, along with a half bathroom for added convenience. brbrRoom Details br-Primary Bedroom: King bed br-Second Bedroom: One queen bed and one twin bed brbrCommunity laundry facilities are available onsite, making longer stays more convenient. Located on Midnight Pass Road, this condo offers easy access to local dining, island activities, and the laid back south end of Siesta Key. Guests enjoy a quieter setting while remaining close to everything that makes Sarasota vacation rentals for families so popular. brbrIf you are looking for family-friendly condos on Siesta Key with quick beach access, shared amenities, and a relaxed island setting, Siesta Beach House #303 by Tropical Sands Accommodations is a wonderful choice. Book your stay today and enjoy an affordable, stress-free beach getaway on the beautiful Siesta Key! br br- brbrThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis property does not allow pets of any kind. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbrOnly one designated parking space per unit is provided. Visitor parking is no longer permitted. If you plan to bring an additional vehicle, you must notify us in advance so the association can issue a temporary parking pass. Vehicles without proper authorization or a valid parking pass will be ticketed and towed. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Siesta Beach House #303 - Beautifully updated Unit on Siesta Key!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$313.29

Sea Club II Unit 7E by Tropical Sands Accommodations brbrStep into your laid back Siesta Key escape at Sea Club II Unit 7E by Tropical Sands Accommodations, a relaxed and welcoming 2-bedroom, 1-bath bayfront condo that’s perfect for couples, small families, or friends seeking affordable Siesta Key vacation rentals. Nestled right on the Intracoastal Waterway with gorgeous water views, this cozy getaway is just a 5-6 minute walk to the world famous Siesta Key Beach, where soft white sand meets the Gulf of Mexico. From here, you’re close to Siesta Key Village’s shops, ice cream stops, local cafes, and some of the island’s favorite restaurants, all part of the easygoing island charm accommodations you’re craving.brbrHighlights br• Across the street from Siesta Key Beach br• 2 Bedrooms and 1 Full Bathroom br• 1 King, 2 Twins (Sleeps up to 4 guests) br• Community Pool with Bay Views br• Waterfront Fishing Pier br• Community Boat Basin (up to 24’) br• BBQ Grills and Tiki Hut Outdoor Area br• Onsite Laundry Facility br• Short Walk to Trolley Stop br• 1 Parking Space Onsite brbrAs a guest at Sea Club II, you’ll enjoy a range of easygoing amenities designed to elevate your stay. Take a refreshing dip in the community swimming pool overlooking the water, gather with your group at the BBQ grills and shaded tiki hut, or cast a line from the fishing pier right on property; perfect after a sunny morning on Siesta Key’s sandy shores. Boaters will appreciate access to the community boat basin, ideal for exploring the Intracoastal Waterway at your own pace. brbrStep inside this condo to find a comfortable and casually styled living area with a TV and plenty of seating, ideal for relaxing after beach time. The dining area seats four, and the well equipped kitchen makes meal prep a breeze, whether you’re fixing breakfast before a day of adventure or enjoying a quiet dinner in. brbrThe primary bedroom is designed for restful nights and features a king bed, soft bedding, dresser storage, and a television for added comfort. The second bedroom offers two twin beds, making it a great option for children or additional guests. The full bathroom is centrally located with hallway access, serving both bedrooms and the main living areas with ease. brbrRoom Details br• Primary Bedroom: King bed br• Second Bedroom: Two twin beds brbrThis Siesta Key condo with pool also offers onsite laundry, making longer stays easy and convenient. Stroll through Siesta Beach House to explore Siesta Key Beach just steps from your door, famous for the sand and gulf breezes; or hop on the local trolley to explore more of the island’s charm. Whether you’re planning beach days, sunset strolls, or seafood dinners, everything is within easy reach. brbrDon’t miss your chance to enjoy the best of family-friendly condos on Siesta Key at Sea Club II Unit 7E by Tropical Sands Accommodations. With its walkable location to beautiful Siesta Key Beach, refreshing community pool, and relaxing coastal vibes, this condo is your gateway to an unforgettable island getaway! Book your stay today and start planning your Siesta Key adventure!

Bayside Ground floor Condo Near the Beach - Sea Club II Unit 7E

Siesta Key, Florida, United States

Bed