Vacation Rentals in Summerland Key Florida

SUMMERLAND KEY

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Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

LOWER FLORIDA KEYS DESTINATIONS

Map of Summerland Key

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the Summerland Key area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.


Summerland Key Florida Vacation Rentals

Salty Retreat
$11,995/month
Home in Summerland Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Action Keys Realty of the Florida Keys

Paradise Views
$500/night
Home in Summerland Key Florida
3 Beds • 3 Full Baths • Sleeps 6
Florida Keys Realty

Big Torch Retreat
$4,500/month
Home in Summerland Key Florida
3 Beds • 2 Full Baths • Sleeps 6
Action Keys Realty of the Florida Keys

VILLA VIA
$11,800/month
Home in Summerland Key Florida
4 Beds • 3 Full Baths • Sleeps 8
Action Keys Realty of the Florida Keys

Elevated Beach House With Stairs
$4,300/month
Home in Summerland Key Florida
2 Beds • 1 Full Bath • Sleeps 5
Action Keys Realty of the Florida Keys

Front View
$17,002/month
Home in Summerland Key Florida
4 Beds • 3 Full Baths • Sleeps 8
Florida Keys Vacation Rentals

Front of Home
$7,000/month
Home in Summerland Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Florida Keys Vacation Rentals

Cayo Villa
$11,000/month
Home in Summerland Key Florida
3 Beds • 3 Full Baths • Sleeps 6
Action Keys Realty of the Florida Keys

Helms House
$7,500/month
Home in Summerland Key Florida
2 Beds • 2 Full Baths • Sleeps 7
Action Keys Realty of the Florida Keys

Beach Bliss
$447/night
Home in Summerland Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Florida Keys Realty

Barbados Landing
$5,100/month
Home in Summerland Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Action Keys Realty of the Florida Keys

Windswept Beach
$357/night
Home in Summerland Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Florida Keys Realty

REEL PARADISE
$8,000/month
Home in Summerland Key Florida
3 Beds • 2 Full Baths • Sleeps 6
Action Keys Realty of the Florida Keys

Casa Azzurra
$11,500/month
Home in Summerland Key Florida
4 Beds • 2 Full Baths • Sleeps 8
Action Keys Realty of the Florida Keys

South Point Shores
$6,600/month
Home in Summerland Key Florida
3 Beds • 2 Full Baths • Sleeps 6
Action Keys Realty of the Florida Keys

Blue Lagoon
$9,500/month
Home in Summerland Key Florida
3 Beds • 3 Full Baths • Sleeps 6
Action Keys Realty of the Florida Keys

Cove Isles
$5,500/month
Home in Summerland Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Action Keys Realty of the Florida Keys

Casa Turquesa
$8,000/month
Home in Summerland Key Florida
3 Beds • 2 Full Baths • Sleeps 6
Action Keys Realty of the Florida Keys

KEY ISLAND GETAWAY
$12,500/month
Home in Summerland Key Florida
4 Beds • 2 Full Baths • Sleeps 8
Action Keys Realty of the Florida Keys

THE POINTE
$6,500/month
Home in Summerland Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Action Keys Realty of the Florida Keys

SERENITY
$5,100/month
Home in Summerland Key Florida
2 Beds • 2 Full Baths • Sleeps 4
Action Keys Realty of the Florida Keys

Front of Home
$7/night
Home in Summerland Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Florida Keys Vacation Rentals

KEYS LIFE
$6,500/month
Home in Summerland Key Florida
3 Beds • 3 Full Baths • Sleeps 6
Action Keys Realty of the Florida Keys

Front of Home
$9,500/month
Home in Summerland Key Florida
3 Beds • 2 Full Baths • Sleeps 6
Florida Keys Vacation Rentals



Explore the hidden gems of Summerland Key, Florida through its diverse range of vacation rentals, promising a blend of comfort and adventure. With a myriad of properties available, each offering a unique charm and stunning location, visitors are sure to find the perfect retreat. But beyond the luxurious accommodations lies a world waiting to be discovered, where turquoise waters and white sandy beaches beckon. Find yourself immersed in the tranquility and beauty of this coastal paradise, where relaxation meets excitement. Unleash your wanderlust and uncover the wonders that await in Summerland Key, Florida.

Summerland Key Vacation Rentals Overview

Summerland Key in Florida offers a diverse selection of vacation rentals managed by local companies, providing travelers with unique and tailored accommodation options for a memorable stay. When visiting Summerland Key, be sure to indulge in the local cuisine recommendations, such as fresh seafood shacks or waterfront restaurants serving up delicious Key West flavors. For outdoor enthusiasts, there are plenty of activities to try, including snorkeling in crystal-clear waters, kayaking through mangrove trails, or fishing off the pier. Whether you prefer relaxing on the beach or seeking adventure in the great outdoors, Summerland Key has something for everyone to enjoy during their vacation getaway.

Where to Stay in Summerland Key

When planning your visit to Summerland Key, discover a range of vacation rentals managed by local companies that offer unique and tailored accommodation options for a memorable stay. Here are some key aspects to consider when choosing where to stay in Summerland Key:

  1. Proximity to Local Attractions: Select a rental close to attractions like the Dolphin Research Center or the Bahia Honda State Park for convenient exploration.
  2. Access to Outdoor Activities: Look for accommodations near the water for easy access to activities like snorkeling, kayaking, and fishing.
  3. Amenities and Features: Consider rentals with outdoor spaces, private docks, or beach access for added enjoyment during your stay.
  4. Local Dining Options: Choose a rental near restaurants and cafes to experience the local cuisine and vibrant dining scene of Summerland Key.

Best Places to Stay

Discover a variety of exceptional accommodations awaiting you in the scenic and vibrant locale of Summerland Key, Florida. Whether you're seeking family-friendly accommodations or looking to explore local attractions and activities, Summerland Key has something for everyone. From cozy cottages to spacious beachfront homes, there are numerous options to choose from for a memorable stay with your loved ones. Explore the Gulf Coast South, Emerald Coast and Destin Area, or the Florida Keys, each offering a unique experience. Enjoy the convenience of being close to various points of interest and having a large selection of vacation rentals available to cater to your specific needs. Summerland Key is the perfect destination for a relaxing and enjoyable getaway with family and friends.

Vacation Rental Managers in Summerland Key

In the vibrant locale of Summerland Key, Florida, vacation rental managers play a crucial role in facilitating exceptional accommodations for travelers seeking a memorable stay in the area. When considering local property management for vacation rentals, it's essential to understand the benefits of direct booking, such as avoiding additional fees and receiving personalized service. Here are key points to consider:

  1. Local Expertise: Vacation rental managers have in-depth knowledge of the area, ensuring guests have a seamless experience.
  2. Personalized Service: Directly booking through managers allows for tailored assistance and quick responses to inquiries.
  3. Property Maintenance: Local managers oversee property upkeep, ensuring a comfortable and well-maintained stay for guests.
  4. Special Offers: Working with managers may provide access to exclusive deals and packages for a more rewarding vacation experience.

Renting Homes in Summerland Key

Exploring the diverse range of rental homes in Summerland Key offers travelers an opportunity to discover unique and comfortable accommodations for a memorable stay in this vibrant Florida locale. With 17 homes available for rent, visitors can choose from a variety of options, including popular cottage rentals ideal for families seeking a cozy retreat. These homes provide the perfect setting for a relaxing vacation, offering spacious living areas, fully equipped kitchens, and private outdoor spaces. Whether you're looking for a beachfront cottage or a secluded family-friendly accommodation, renting homes in Summerland Key ensures a personalized experience tailored to your needs. Embrace the laid-back island lifestyle and create lasting memories with loved ones in these charming vacation rentals.

Fishing Rentals in Summerland Key

Amidst the vibrant setting of Summerland Key in Florida, fishing enthusiasts can choose from a selection of 18 fishing rentals to elevate their angling experience. Whether you are a seasoned angler or a novice fisherman, these rentals offer the perfect opportunity to explore the rich marine life surrounding Summerland Key. Here are some reasons why fishing rentals in Summerland Key are a must for any fishing enthusiast:

  1. Boat Charters: Many fishing rentals in Summerland Key offer boat charters, providing you with the convenience of heading out to sea with experienced captains.
  2. Water Activities: Apart from fishing, these rentals often include access to various water activities like snorkeling and diving, adding excitement to your trip.
  3. Scenic Locations: The fishing rentals are situated in picturesque spots, offering stunning views while you fish.
  4. Fishing Equipment: Some rentals provide fishing equipment, making it easier for you to enjoy your fishing adventure without the hassle of bringing your gear.

Frequently Asked Questions

Are Pets Allowed in the Vacation Rentals in Summerland Key?

Pet-friendly policies are common in vacation rentals in Summerland Key, offering a welcoming environment for furry companions. Many properties allow pets, ensuring a hassle-free stay for pet owners. Nearby pet stores provide convenience for stocking up on essentials, catering to the needs of both guests and their beloved animals. This accommodation flexibility enhances the travel experience, promoting inclusivity for families with pets seeking memorable vacations in Summerland Key.

Is There a Minimum Stay Requirement for Booking a Vacation Rental in Summerland Key?

When booking a vacation rental in Summerland Key, the stay duration will vary depending on the property and rental manager. Availability may be limited during peak seasons. Booking flexibility can be influenced by the specific rental company's policies. Some rentals may have minimum stay requirements, especially during busy times, while others offer more flexibility. It's advisable to confirm any restrictions or minimum stay rules with the rental manager before booking to ensure a smooth experience.

Are There Any Specific Amenities or Features That Are Unique to Certain Vacation Rentals in Summerland Key?

Certain vacation rentals in Summerland Key offer unique amenities and features that set them apart. From private docks for boating enthusiasts to luxurious pools with stunning sunset views, each property provides a distinct experience. Some rentals may have restrictions on pet policies or minimum stay requirements, so it's essential to review these details before booking. Whether seeking a tranquil retreat or an adventure-filled getaway, there's a vacation rental in Summerland Key to suit every preference.

How Far in Advance Should I Book a Vacation Rental in Summerland Key During Peak Season?

When planning a vacation rental during peak season, it's advisable to book well in advance due to high demand. Waiting until the last minute may limit availability and result in higher pricing. Peak season bookings for popular destinations like Summerland Key, Florida, often get filled quickly, so securing your accommodation early ensures you have a wider selection of options and potentially better rates. Plan ahead to secure the best vacation rental for your stay.

Are There Any Local Restaurants or Attractions That the Vacation Rental Managers Recommend to Guests Staying in Summerland Key?

Local vacation rental managers in Summerland Key recommend a variety of dining options and attractions to guests. For delicious local cuisine, visitors should explore seafood restaurants like the Square Grouper Bar and Grill or the Looe Key Tiki Bar. When it comes to must-see attractions, managers often suggest visiting the historic Bahia Honda State Park or taking a boat tour to explore the stunning marine life in the area.





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