Longboat Key Vacation Rentals
Find Longboat Key condos, beach homes, and townhomes for rent
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Longboat Key, Florida is an upscale barrier island destination located between Sarasota and Anna Maria Island, known for its quiet beaches, luxury resorts, championship golf courses, and refined coastal lifestyle. Stretching over 11 miles along the Gulf of Mexico, Longboat Key offers a peaceful escape with stunning waterfront views, uncrowded beaches, and world-class amenities. Visitors can choose from a wide selection of Longboat Key vacation rentals, including beachfront condos, luxury homes, and waterfront residences. When you book through ECBYO.com, you book direct with property owners and pay no guest service fees.
About Longboat Key
Longboat Key vacation rentals offer a refined and peaceful Gulf Coast getaway. Known for its pristine beaches, turquoise waters, and elegant atmosphere, Longboat Key is ideal for travelers seeking a quieter, more luxurious Florida experience. The island features beautifully maintained beaches, waterfront dining, world-class golf, and abundant opportunities for boating and wildlife viewing.Booking Longboat Key vacation rentals through ECBYO.com allows guests to choose from upscale condos, beachfront homes, and private retreats—all without service fees. Spend your days lounging by the water, exploring the island by bike, or enjoying fresh seafood at local eateries. With easy access to St. Armands Circle and downtown Sarasota, Longboat Key combines serenity with convenience. Its natural beauty and exclusive feel make it a top choice for couples, families, and winter visitors looking for a premium Florida escape.
Browse Longboat Key Communities
Longboat Key Vacation Rentals – Luxury Beaches, Tranquil Living & Gulf Coast Elegance
Why Visit Longboat Key, Florida?
Longboat Key is ideal for travelers seeking relaxation, sophistication, and privacy. Unlike busier beach destinations, the island maintains a serene atmosphere with limited commercial development and beautifully maintained beaches. Visitors enjoy leisurely beach walks, boating on Sarasota Bay, fine dining, tennis, and golf—all without crowds.
With easy access to downtown Sarasota, St. Armands Circle, and Anna Maria Island, Longboat Key offers the perfect balance of quiet island living and nearby entertainment.
Longboat Key Vacation Rentals
There is an excellent variety of vacation rentals in Longboat Key Florida, ranging from luxury Gulf-front condos to spacious waterfront homes along Sarasota Bay. Many rentals feature expansive balconies, private beach access, resort-style amenities, and breathtaking sunset views.
Popular features of Longboat Key vacation rentals include:
- Gulf-front and beachfront locations
- Luxury condos with resort amenities
- Waterfront homes with private docks
- Private pools and spa areas
- Pet-friendly rental options
- Quiet, low-density island setting
Longboat Key Condo Rentals
Longboat Key condo rentals are especially popular with couples, retirees, and snowbirds seeking luxury, convenience, and low-maintenance living. Many condo communities offer pools, elevators, fitness centers, tennis courts, and private beach access.
Popular condo communities and areas include:
• Longboat Harbour – 4400 Exeter Dr, Longboat Key, FL 34228
A bayfront community offering marina access, pools, and walkable proximity to the beach.
• The Beach Residences – 1300 Benjamin Franklin Dr, Longboat Key, FL 34228
Luxury Gulf-front condominiums near St. Armands Circle.
• The Colony / Resort at Longboat Key – 1620 Gulf of Mexico Dr, Longboat Key, FL 34228
Upscale beachfront residences with world-class amenities and dining.
Longboat Key Vacation Homes
Longboat Key vacation homes offer privacy, space, and an elevated coastal lifestyle. These homes range from elegant beach residences to bayfront estates with private docks and lush tropical landscaping.
Vacation homes are ideal for families, longer stays, and travelers who value quiet surroundings with premium comfort.
Things to Do in Longboat Key, Florida
Longboat Key is perfect for relaxation and refined recreation. Below are top attractions with exact locations:
1. Longboat Key Beach
Gulf of Mexico Dr, Longboat Key, FL 34228
Miles of pristine white-sand beaches perfect for swimming, walking, shelling, and sunset viewing.
2. Joan M. Durante Community Park
555 Bay Isles Rd, Longboat Key, FL 34228
A beautiful waterfront park featuring walking trails, kayak launches, and shaded picnic areas.
3. Longboat Key Golf Club
4401 Gulf of Mexico Dr, Longboat Key, FL 34228
A championship golf course offering scenic fairways and bayfront views.
4. St. Armands Circle
300 Madison Dr, Sarasota, FL 34236
Just minutes away, offering upscale shopping, dining, and entertainment.
5. Boating & Fishing
Longboat Key provides easy access to Sarasota Bay and the Gulf of Mexico. Marinas and charters are available throughout the island.
6. Kayaking & Paddleboarding
Explore mangrove tunnels and calm bay waters around Longboat Key and nearby preserves.
Where to Eat Near Longboat Key
Longboat Key is home to refined dining experiences and waterfront restaurants.
• Dry Dock Waterfront Grill – 412 Gulf of Mexico Dr, Longboat Key, FL 34228
Upscale seafood dining with stunning bayfront views.
• Mar Vista Dockside Restaurant – 760 Broadway St, Longboat Key, FL 34228
A historic waterfront restaurant offering fresh seafood and dockside dining.
• Shore Longboat Key – 800 Broadway St, Longboat Key, FL 34228
Modern coastal cuisine with Gulf views.
• Maison Blanche – 2605 Gulf of Mexico Dr, Longboat Key, FL 34228
Fine French dining in an elegant island setting.
• Harry’s Continental Kitchens – 525 St Judes Dr, Longboat Key, FL 34228
European-style dining near the north end of the island.
Why Book Longboat Key Vacation Rentals on ECBYO?
Many vacation rental platforms add high guest service fees that increase your total cost. When you book through ECBYO.com, you avoid these fees and communicate directly with property owners.
Benefits of booking direct include:
- No guest service fees — save hundreds per stay.
- Direct owner communication for accurate details.
- Verified Longboat Key listings from trusted owners.
- Transparent pricing with no hidden charges.
- Support for local Gulf Coast property owners.
Plan Your Longboat Key Florida Vacation
With its tranquil beaches, luxury accommodations, and refined island atmosphere, Longboat Key is one of Florida’s most elegant Gulf Coast destinations. Whether you’re planning a romantic escape, a golf and beach retreat, or a long-term coastal stay, you’ll find the perfect property in our collection of Longboat Key vacation rentals. Book direct on ECBYO.com and experience the Gulf Coast at its most serene.
Frequently Asked Questions About Longboat Key Vacation Rentals
What types of vacation rentals are available in Longboat Key?
Longboat Key offers luxury beachfront condos, waterfront homes, bayfront estates, and upscale vacation rentals with resort amenities.
Is Longboat Key a quiet destination?
Yes. Longboat Key is known for its peaceful, uncrowded beaches and upscale, low-density environment.
What is the best time to visit Longboat Key?
Fall through spring offers ideal weather and fewer crowds, while summer provides warm temperatures and relaxed island living.
