Hotels & Lodging

Why pay for one room in a hotel when you can have the whole property? Locally owned and managed since 1994, Florida Vacation Connection is an established management company with the resources and staff in place to ensure that all owner, guest and property needs are met. The owner of the company is actively involved in the day-to-day operations and is committed to your management needs. Due to our company's focus on a specific market niche, we are able to provide the personalized service and attention to detail that has been instrumental to our becoming the most efficient and reputable property management company on St. Armand's, Lido Key and Longboat Key.

North Port

Timeshare beachfront condos with casual decor & balconies, plus an outdoor pool & tennis courts.

1105 Point of Rocks Rd

Sarasota

North Port

Sarasota

Sarasota

360 Canal Rd

Casa Van Lopik Large 3BR home in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on the island. Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy tropical “communal” patios tiki-bar and alfresco dining area. Free bikes and paddleboards. Sure to provide a combination of fun and relaxation you can't get in other vacations so book a special getaway now! What Guests Love ∙ Beaches – 4-min walk to award-winning beaches ∙ The Village – 4-min walk to shopping dining and entertainment world famous Siesta Village ∙ Relaxing – tropical communal patios tiki-bar a

The Coral Cottages 4BR - New Listing Newly remodeled with private patio and heated pool, just steps from Siesta Key’s top beaches and attractions—no car required. This 100% private 4BR includes 2 side-by-side 2BR units and is a 1-minute walk to the South Village for bars, restaurants, and entertainment, or 2-minutes to a Siesta Key beach access with white sand, calm water, amazing sunsets, and a nearby reef for snorkeling and paddling. You’re also just a 1-minute walk from the a shared heated pool and the free island trolley serving attractions throughout Siesta Key. On-site amenities include a free laundry and a patio for lounging and grilling. Book your Siesta Key vacation rental getaway now!

The Starfish at Bay Oaks Tranquil bayside Siesta Key unit with heated pool, water-view private patio, and tennis or pickle court. Additional free amenities include fishing dock and day-boat slip, bayside grilling and lounging, beach gear, and club house with billiard room. Walk just 1-minute to bay-front and pool, 15-minutes to world famous Siesta Beach access 12, or just 2-minutes to Free Trolley serving all Siesta Key beaches and dining. Book a getaway today! What Guests Love ∙ Resort Amenities – heated pool, pickle, tennis, billiard room, and boat moors ∙ The Patio – bay views from private patio off living area ∙ Single Level Living – ground floor unit with no stairs or neighbors beside and below ∙ The Grounds – fishing dock, private

Gertrude Rentals is a short-term vacation rental and property management firm located in Siesta Key. We manage quality properties in the communities of Siesta Village, Crescent Beach, and Siesta Key Bungalows. Reserve your next stay to sunny Florida with Gertrude Rentals!

The Wildflower Charming Siesta Key apartment in the island’s top location with a heated pool, dock, and game room. Just a 3-min walk to top beaches and 8-min to dining and entertainment in the Village. Perfect for couples, friends, and small families looking to relax, explore, and repeat. Book your Siesta Key getaway direct now! What Guests Love ∙ Beaches – 3-min walk to calm, clear water at award-winning Siesta Key Beach Access 9 and 10. ∙ Relaxation – Quieter, spacious 8BR plus communal spaces. ∙ Activities – Pool, game room, communal lounging area, and dock free of charge! Scooter and golf cart rentals nearby. ∙ Sunsets – Walk 3-min to North America’s best sunsets and whatever comes next. ∙ Exploring – Sand dollars, shells, sandbars.

Sarasota

Sarasota

Sarasota

Sarasota

Operations management consulting

Golden Sunset Villa, on Venice Island, offers 3 bedrooms, 3 baths, and 2,700 sq. ft. of modern coastal comfort. Just 500 ft from private Golden Beach access, enjoy a heated saltwater pool, spacious suites, and multiple living areas. Explore downtown Venice, kayak, golf, or hunt for fossilized shark teeth along the shoreline.

Plantation

Plantation

Florida 34241

North Port

Sarasota

Florida 34293

Plantation

Plantation

Osprey

Plantation

Vacation rentals on Siesta Key. We offer 1, 2, and 3-bedroom vacation condos with tennis, pickleball, two pools, fishing dock, walking access to Siesta Key Beach, a walking path and six bbq grills.

Siesta Key

Gulf Access Getaway is a charming 2-bedroom, 1-bathroom canal-front vacation home in Nokomis, FL, with direct Intracoastal water access. Paddle kayaks or paddleboards straight from your private backyard, relax at the fire pit, and wake up to peaceful canal views every morning. The fully equipped home sleeps 4 guests and includes a complete kitchen, washer/dryer, WiFi, AC, and all the beach gear you need — umbrella, chairs, cart, and cooler. A dedicated guest area in the garage makes beach days effortless. Located just minutes from Nokomis Beach, Venice Beach, and world-famous Siesta Key. Walk or bike the nearby Legacy Trail, explore local waterfront tiki bars and seafood spots, or simply unwind out back.

677 N Washington Blvd Ste 16

Come and stay in some of the finest vacation rental properties in Venice, FL and live like a local. Our homes are ideally located near main attractions, such as award-winning beaches, beautiful golf courses, a lively entertainment scene and world-class dining. You can enjoy the best our region has to offer. We offer vacation rental homes in some of West Florida’s most popular family destinations. Gulf Coast Vacation Rentals provides a vacation experience like no other. Experience comfort, space, entertainment, and convenience under one roof. Our rental homes are ideal for making memories with friends and loved ones. Whatever your interests may be, you will find it at Gulf Coast Vacation Rentals.

Come and stay in some of the finest vacation rental properties in Sarasota, FL and live like a local. Our homes are ideally located near main attractions, such as award-winning beaches, beautiful golf courses, a lively entertainment scene and world-class dining. You can enjoy the best our region has to offer. We offer vacation rental homes in some of West Florida’s most popular family destinations. Gulf Coast Vacation Rentals provides a vacation experience like no other. Experience comfort, space, entertainment, and convenience under one roof. Our rental homes are ideal for making memories with friends and loved ones. Whatever your interests may be, you will find it at Gulf Coast Vacation Rentals.

With nearly 40 years of combined experience in rental management, we pride ourselves on providing a personalized, boutique-style approach to customer care, ensuring both owners and guests receive exceptional service. We offer a variety of rental accommodations, from cozy one-bedroom condos to spacious family retreats and luxurious private pool homes. Our properties are located in some of the most sought-after destinations along the Gulf Coast, including Siesta Key, the Fort Myers – Bonita Beach area, Englewood – Manasota Key, and the Venice Beach area.

Airy 1- and 2-bedroom apartments in a beachfront property with sunloungers, shuffleboard & BBQs.

Unassuming units with kitchens in a relaxed beachfront apartment hotel featuring BBQ facilities.

Cozy condos with kitchens in a tranquil beachfront resort with an outdoor pool, tennis & BBQs.

Siesta Key

427 Casey Key Rd

664 Calle Del Otono

South Venice

Unpretentious hotel offering a bar/restaurant & a fitness center, plus an outdoor pool.

Airport hotel with an outdoor pool & a fitness center, plus free breakfast & an airport shuttle.

Contemporary hotel with free hot breakfast & parking, plus an exercise room & an outdoor pool.

Traditional hotel featuring a heated outdoor pool & a 24-hour gym, plus free Wi-Fi & hot breakfast.