Villa vacation rentals in Siesta Key

Lido Beach Villa | Steps to Beach & St. Armands

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a dedicated outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Family · Value · Walkability

Updated Downtown Sarasota Villa, 2b/2b

Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Park, downtown Sarasota. New 75” smart TV! Sleeps 6. Bedroom 1: King bed w/ en suite bathroom. Bedroom 2: 2 queen beds. Granite kitchen. 2 bathrooms. Fenced outdoor paver patio w/washer & dryer. Updated 2022. Free parking outside villa. Walking distance to downtown Sarasota, Selby Gardens, Marina Jack, Main St & more. Pottery Barn furnishing, beachy vibe & free WiFi! Free parking too!

Value · Family · Comfort

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Guest favorite

The Palm Court Villa

Architectural Elegance & Seamless Design From the moment you enter, soaring ceilings and clean architectural lines create an immediate sense of openness and light. The home’s open-concept design flows effortlessly into the chef’s kitchen and grand living space thoughtfully curated for elegant entertaining and relaxed luxury. 26-VR-000049 -Quartz waterfall countertops -Custom designer cabinetry -Premium, top-tier appliances -Expansive island gathering space -Integrated smart TVs & high-speed

Family · Value · Condition

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Guest favorite

Village Des Pins - 2 bedroom 2 bath villa

Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A…

Location · Family · Indoor spaces

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Guest favorite

NEW!~ Beach Front/Heated Pool! Coconuts 107

Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!Relax with the whole family at this peaceful place to stay.

Family · Location · Getting around

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool

Conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 2 minute walk to our PRIVATE beach w/loungers. No walking across Midnight Pass. NO HUGE CROWDS. 1 large bedroom, PLUS a queen pull out sofa. FABULOUS fully equipped kitchen w/quartz counters,2 new smart TV's,GORGEOUS bathroom w/8ft shower,screened lanai,outdoor shower&electric grill. Steps to heated community pool,laundry facilities & free trolly. Walk to Stickney Point Restaurants/Bars/Rentals/Marina

Location · Family · Long stay

Cozy, pet-friendly Home 3 miles to Siesta Key #1

Relax with your family & friends in this pet-friendly single story home in a quiet neighborhood, located within minutes from Siesta Key! This 3-bedroom home comfortably sleeps up to 7 people with 6 beds available. Other amenities include: - Central location: Siesta Key 3 miles away, Lido Key 4 miles - No stairs - Fenced in backyard, water and pet food bowls - Soft luxury bath towels - Beach chairs, umbrella, cooler, toys - Instant Pot, French press, dishwasher

Family · Value · Nearby

Perfect Location w/ pool -close to beach or DT!

Only 1 mile from the crystal white sands of Siesta Beach, have fun in this midcentury modern tropic-inspired private villa w/gorgeous heated pool (shared with a 1 bedroom apt) & outdoor lounge with two firepits. Comfortable queen size beds are dressed in bamboo linens, Living room is an island oasis with a flat-screen TV, great WiFi, and cozy seating. Kitchen is fully appointed w/everything you need, right down to the barware needed for an icy cold cocktail.

Location · Value · Layout

Paradise Villa- Sarasota

Relax with the whole family at this peaceful place to stay. Lovely furnished 3/2 home, freshly remodeled. Heated swimming pool. Great location to the word famous top-rated beaches -Siesta and Lido Key. UTC mall, restaurants, great shopping, golfing, Jungle Garden, aquarium, The John and Marble Museum of art and much more. The pool can be heated on request 72 hours notice is required and a pool heating fee of $35 per day plus tax must be paid prior to check in.

Value · Location · Nearby

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Guest favorite

Intracoastal Escape Walk to Beach & Dining

WALK/BIKE/TROLLEY to Siesta Beach and Village. Relax and unwind in our spacious, sun-filled villa that is situated in an idyllic private neighborhood. Enjoy quiet surroundings, perfectly situated within steps to all that Siesta Key has to offer. The community pool is heated and located in the center of the neighborhood just steps away from the villa. The entrance to the private pier is on our lane ready to show off the amazing Siesta Key skies at sunset.

Family · Location · Pool

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Guest favorite

Luxurious 4-Bedroom Retreat near Siesta Key

Step into your own private oasis near Siesta Key in Sarasota! - Luxurious 4-bedroom retreat for up to 10 guests - Elegant interiors with plush furnishings - Gourmet kitchen with high-end appliances - Spacious patio and refreshing pool - Minutes from Siesta Key's beaches, dining, and attractions - Perfect blend of relaxation and convenience Book your stay today and make memories to last a lifetime in sunny Sarasota!

Family · Location · Accuracy

Fully renovated villa on Siesta Key

Siesta Key, voted best in the United States, our villa is just across the street from this piece of paradise. We are in walking distance to over 15 restaurants and shops. Our villa is on ground level in a quiet area, a little tropical oasis with everything you need near by, take a stroll down Peacock Lane to the intracoastal. There is also a free trolley that runs up and down the island.

Location · Family · Beach