Hotels & Lodging

200 Magnolia is a beautifully renovated vacation rental in Englewood, Florida, located just minutes from beaches, restaurants, and historic Dearborn Street. This 3‑bedroom home offers modern amenities, private parking, and a quiet residential setting perfect for families and couples.

Vacation Home Agency for Sarasota Florida and surrounding areas.

303 Canal Rd

Located on Siesta Key, a popular barrier island on Florida's West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach, the number-one-rated beach in the continental United States. Known for its bright white quartz beaches and emerald green waters, Siesta Key is one of Florida's top vacation destinations. If you're looking for a vacation home rental with stunning views, then you've come to the right place.

6021 Midnight Pass Rd

Welcome to island life. Privacy abounds in this magical setting. Enjoy your morning coffee from your private dock overlooking a long tranquil canal. Lush tropical palms, plants, and a historical banyan tree surround the property making it a private and secluded family getaway. This 3 bedroom, 2 bath ranch includes a private dock to fish and launch your kayak, refreshing gunite pool, relaxing screened in porch and soothing hot tub. Beautiful views abound from the open concept living room/kitchen. The owner's retreat is spacious and has long views of the canal. This hidden gem is a nature preserve for the soul. This home is located in the heart of Siesta. Walk or bike to the beach and the village. Book through us directly, VRBO, or AirBNB.

2192, 5858 Midnight Pass Rd

Daily, Weekly & Monthly Vacation Rentals directly on the Gulf of Mexico in Venice, Florida.

84-unit family orientated complex is the closest condo to the Gulf of Mexico on Siesta Key. Directly on the beach and direct Gulf-front (oceanfront). The best shelling & fishing on Siesta Key starts right in front of the condo & there are miles of beach to explore. With open floor-plan, every room has a direct water view. Large Gulf-front lanai with direct unobstructed Gulf view for amazing sunsets. Master suite has king-size pillow-top bed with direct Gulf view. Guest bedroom has king-size pillow-top bed & direct view of the bay. Queen sofa sleeper Free Wi-Fi, Cable TV & 3 HDTVs, Heated swimming pool, shuffleboard by the beach, free boat docks and gas grills Owners named April 2018 Host of the Month by Florida Rental by Owner

Beachside Management is a premier vacation rental company based in Siesta Key, FL. With over 50 separate vacation rentals that suite 2-4 persons all the way up to large homes directly on the beach that comfortably suite 10 plus persons. Our staff is extremely knowledgeable and courteous and is standing by to help our customers experience the vacation of their dreams. We offer many amenities included in staying with us, such as beach equipment, Keurig coffee makers, complimentary snacks and water, and so much more. Stay at the vacation rental of your dreams and stay with Beachside Management, while staying on Siesta Key!

Adorable beach cottage located a short walk from beautiful Manasota Beach. Conveniently located just 30 minutes from the Sarasota International Airport and the Punta Gorda Airport. A perfect place to relax, unwind, and enjoy a getaway in beautiful southwest Florida. Book your reservations today!

1118 Point of Rocks Rd

Rare 1-acre beachfront estate on Manasota Key. Main house (3BR) + separate guest house (3BR) sleeps 12. Private pool, putting green, ocean-facing sun room, balconies with chairs and beach views on both houses. Guest house with 2 car garage has stairs directly to the beach. Gated entry with privacy fencing. 2 kayaks and paddleboard included. Deeded bay access across the street. No shared spaces — entire property is exclusively yours. Gulf views from nearly every room.

Home to the best one bedroom rentals on Siesta Key!

1885 Vamo Way

Luxurious 1,300 square foot condominiums await your visit to Calini Beach Club. Two bedroom, two bath condos offer fully equipped kitchens, designer tile floors, three cable televisions, private verandas, WIFI, central heat and air, private phones and coin operated laundry facilities on site.

309 Casey Key Rd

This Florida Beach Getaway sleeps six people with two bedrooms, one bathroom plus den, dining, living room and laundry. Just two miles from Nokomis Beach, the walking/biking Legacy Trail and several fishing spots, this comfortable home can host you and your family for a memorable Florida vacation. Casey Key Rd is a hidden waterfront location just two miles from your Beach rental. It's a quiet, secluded Key with two public beaches and the Intracoastal Waterway. Enjoy outdoor water activities like kayaking, fishing, paddleboarding, boating and shelling...or just visit the beach and enjoy the sunshine. For more activities see our Visitor's Guide!

Vacation Rental in Venice, Florida 2 Bedroom / 2 bath 30 Day minimum rental required per Association Bylaws. 55+ Resort park. Located in Bay Indies Resort Park. Currently reserved through December 2021.

303 Beach Rd

Vacation Rental

1126 Crescent St

6512 Midnight Pass Rd

Luxurious Vacation Rentals on Beautiful Siesta Key Beach! Whether renting or owning, enjoy this prime spot on the whitest quartz crystal beach, ranked over and over # 1 Beach in the USA! Crystal Sands is a unique combination of 1 and 2 bedroom suites fronting the Gulf of Mexico, the community boasts additional villas which are sure to meet your travel needs. This community offers two luxurious heated pools and a fabulous beachfront which affords access to miles of sun kissed beaches, unlimited water activities, as well as some of the most gorgeous sunsets ever!

Welcome to your perfect FL getaway just 4 miles from the beach! This pet-friendly home sleeps up to 8 plus a pack-and-play for little ones. Enjoy a fully equipped kitchen, a backyard oasis with a fire pit, swings for kids and adults, and arcade classics like Mortal Kombat and The Simpsons. With ample driveway space you can even bring your boat! it's ideal for families and groups. Whether you're escaping the cold or planning a family vacation, this home offers everything for a memorable stay!

312 Bayshore Rd

Englewood Villa and Cottage are newly renovated vacation rental homes. Just 5 minutes from Manasota Key beaches! Perfect for anything from a couple's getaway to a family reunion! We would love to host you! Contact us with any questions and we can help you get your vacation started!

🌴Offering Stunning Beachfront Condos 🌴 📍 Siesta Key, Florida 🌊 #1 Beach in the USA Book your getaway now!

Luxe coastal vacation experiences | You dream about | Praised by Travel + Leisure | Reserve Your Escape!

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.

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

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.

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.

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.

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.

664 Calle Del Otono

We offer vacation rentals to guests from all over the world! We have a very exquisite property with the nicest marina on Siesta Key. Enjoy beautiful views of the Gulf of Mexico, our pool or tranquil bay views from every unit in the building. Sip your morning coffee out on your own personal screened in lanai or head out to the gazebo overlooking the bay for some bird watching, dolphin spotting and boats strolling by.

7006 Midnight Pass Rd

6154 Midnight Pass Rd B-7

At LBK Beach Condo, we take pride in offering a cozy vacation rental property that sets the standard for a delightful Longboat Key experience. Our fully furnished two-bedroom, two-bath resort is your exclusive home away from home, ensuring your stay in Longboat Key is nothing short of extraordinary.

1021 Point of Rocks Rd