Hotels & Lodging

Laurel

Laurel

Siesta Key

South Venice

Florida 34240

6301 Yellow Wood Pl

Low-key quarters, some featuring kitchenettes, in a conservative motel with an outdoor pool.

1750 N Tamiami Trl

Laid-back rooms, a pool overlooking the bay & a tiki hut are offered at this relaxed resort.

Low-rise oceanfront condo complex with casual units, plus a heated outdoor pool, whirlpool & grills.

Contemporary budget hotel with an outdoor pool, plus free WiFi, breakfast & large-vehicle parking.

Casual rooms in an unassuming hotel offering breakfast & parking, plus an outdoor pool.

1121 Benjamin Franklin Dr

4245 Tarpon Rd

What an amazing property at an amazing value. Siesta Key Village is literally in your back yard. This vacation home is located in the heart of Siesta Key, yet just far enough away that you still have your privacy. The home also has 2 soaking pools, wood deck and 2 private jacuzzis Hang out on the deck or just soak away as you listen to the sounds of music and fun from Siesta Key Village. When you're rested and ready to enjoy Siesta Key, the beach and the Village are both just literally steps away. When you're done for the day, walk back into the home and enjoy the large living room with ample seating and watch some TV or use the Free WiFi. Feel free to take a night off from eating out at one of the fantastic restaurants in your backyard.

Beautiful custom built homes with private pools located between Venice, Englewood and Port Charlotte within minutes to beaches, shopping, restaurants and sports facilities, which are some of the best that Florida has to offer.

5683 Midnight Pass Rd APT 105

1035 Seaside Dr

The Bay & Key Collection is a locally owned, family-run vacation rental and property management agency in Sarasota, Florida. Operated by Austin and Hayley Halliday — originally from Scotland — we offer beachfront condos, waterfront homes, and pet-friendly rentals across Longboat Key, Lido Key, Siesta Key, Anna Maria Island, and the Gulf Coast. Serving the community since 1995, we specialize in full-service property management, short-term and snowbird rentals, and concierge guest experiences. Whether planning a Florida beach getaway with heated pools and waterfront views, or seeking hands-off hosting with stronger performance, our hands-on approach delivers exceptional results.

Relaxed beach resort with rooms, studios & 1- to 2-bedroom apartments, plus a private beach & pool.

Laid-back apartments & bungalows in a casual beachfront hotel offering BBQ facilities.

Beautiful beach front rentals. Minimum 7 day stays. One and two bedroom units.

Siesta Key Vacation Rentals...just steps to the beach and stunning Gulf of Mexico!

5235 Calle Menorca

Modern rooms, villas & suites with kitchenettes in a casual lodging with a courtyard & a pool.

1123 Crescent St

Welcome to The Cottages on the Key, an exclusive vacation rental management company with a boutique collection of luxury vacation homes located in Siesta Key, Lido Key, Anna Maria Island and the mainland of Sarasota, Florida. We offer complete vacation rental management and asset preservation services for owners/investors and our guest services are offered 24/7.

1105 Point of Rocks Rd

6500 Midnight Pass Rd

The Floridian Club of Sarasota is the destination for Sarasota luxury Villa living, located just 6 miles to pristine gulf coast beaches. This modern, single-level Villa home community features 9 unique floor plans with spacious, open layouts, modern finishes, and several standard design packages to choose from. The expansive property offers an unparalleled variety of amenities to enhance the ultimate coastal, Floridian lifestyle. Enjoy an afternoon in their state-of-the-art 10,000 square foot clubhouse, unwind at the fully-loaded bar and game room, relax at the fire pits on the lake view deck, or fire up the grill and have a cook out at the tiki bar.

5251 Calle Menorca

Airy suites & cottages with kitchenettes, hot tubs & private patios, plus a pool & boat docks.

Casual hotel offering 6 airy cottages with kitchens, plus BBQs & an outdoor pool.

Southgate

Englewood

The Meadows

Relaxed beachfront hotel offering cozy rooms & suites with free Wi-Fi, plus direct beach access.

Polished boutique hotel featuring a coffee shop & a wine bar, plus a restaurant with a terrace.

Hotel offering refined condos with whirlpool tubs, plus an outdoor pool & on-water activities.

Spanish hacienda-style building offering rooms & suites with modern amenities, plus 2 pools.

High-end quarters with balconies & smart TVs, plus an 18-hole golf course & a free beach shuttle.

Fashionable boutique hotel with a restaurant, a juice bar & a cafe, plus an outdoor pool.

1601 Gulf of Mexico Dr

1601 Gulf of Mexico Dr

Sleek rooms & suites in an elegant hotel featuring a rooftop pool & bay views, plus refined dining.

544 Canal Rd

Vamo

6600 Avenue A