Best place to stay siesta key beach

Our island is small but your accommodation options are abundant. On Siesta Key you’ll find old Florida-style beach resorts nestled among palms, large vacation homes overlooking the bay, beachfront condos that sleep two to twelve, boutique bungalows steps from the Gulf of Mexico, and so much more. A short drive off the Key options await you including national hotel chains and affordable beach-inspired tiny house micro-rentals.

Search Results for: Clear Search

Considered one of the finest Siesta Key vacation rentals, The Beach Place is a quiet oasis of cozy cottage apartments …

Captiva Beach Resort is a quaint, 19 room resort located at the South end of Siesta Key. From Studios to …

One and two bedroom vacation rentals on 800 feet of beachfront with Blind Pass Lagoon and great views of the …

We offer the highest quality vacation rentals in Siesta Key: romantic beachfront condos, expansive homes and everything in between. Trusted …

All of our rooms are comfortably furnished with kitchenettes, premium beds, and large flat screen TVs all with surprisingly competitive, …

Less than 100' to Siesta Beach Access 3B & only a 2-3 minute walk to Siesta Village. The most walkable …

Cunningham Property Management

Whether you're looking for the world famous white-sand of Crescent Beach on Siesta Key, love the serenity of Longboat Key …

Siesta Key Beachside Villas

Our quiet, quaint, coastal-concept retreat offers beach access. 17-units with a variety of room types. Located within walking distance to …

Siesta Gulf View is directly on world famous Siesta Beach, with its incredible sugar white crystal sands. Limited monthly Gulf …

Whether you want a quiet spot to enjoy the tropical weather or a vacation spot to drop into between fun …

What makes Sunrise Cove, your Siesta Key beach destination, so unforgettable? We've heard it's because our resort is the most …

Aloha Kai Vacation Rentals

Five-acre vacation retreat of 68 private villas located on Siesta Key's beautiful white sand beach. All units are fully equipped. …

Tropical Beach Resorts on Siesta Key is where you will experience the best a vacation has to offer; sugar-white sand …

White Sands Village Condominium

Seven acres with fully equipped one and two bedroom condos on tropical grounds. Facilities include a heated pool, barbeque grills, …

2BR/2BA condo overlooking the yacht basin in Siesta Harbor. It includes boat dock, covered parking and deeded beach access to …

We are your destination if you are searching for an “Old Florida” feel with all of the modern updates! Units …

From the Beach to the Bay, Midnight Cove offers Premium, Family-Friendly (One Week Minimum Stay) Condominium and Townhouse Accommodations in …

Beach Terrace Condominium

A short stroll to the beach and village, Beach Terrace Condominium overlooks the Gulf of Mexico and the north end …

Welcome to Sea Club V Beach Resort, where you'll be doing more than taking a family vacation, you'll find yourself …

El Presidente Condominium

We offer 38 spacious two and three bedroom fully furnished vacation rental condominiums, with 5 floor plans to choose from …

Island Reef Owners Association

Welcome To Island Reef - Paradise on beautiful Siesta Key! Stretching from Gulf to Bay on picturesque southern Siesta Key, Island …

On beautiful Siesta Key, all our properties are within walking distance to the world's best beach and near the Village …

Located on top-rated Crescent Beach on beautiful Siesta Key. Beach to bay, 1, 2 & 3 bedroom Gulf front apartments …

The Sandpiper Beach Club offers you a beachfront home on Siesta Key, a subtropical haven with glistening white sands, graceful …

Open floor plan brings game room (with pool table), living room and kitchen together. Two guest bedrooms on second level. …

Siesta Key's Midnight Cove II has bayside condos located on 14 lush acres with access to Crescent Beach. We're just …

Gulf & Bay Club Bayside Vacation Rentals

Our spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and quiet lakes with soothing …

Hyatt Residence Club Sarasota, Siesta Key Beach

An oasis of island calm just feet from the Gulf of Mexico, our spacious condo-style accommodations range from 1800 to …

Our House at the Beach is a two bedroom/two bath condominium complex with 106 units total. Condos are fully furnished …

We offer cozy Siesta Key accommodations just a short walk away from award-winning Siesta Beach. Clustered together in a pleasant …

Siesta Sands on the Beach

Siesta Sands on the Beach is directly on the beach. All condos are completely furnished with full kitchen, living room, …

We offer Studios - 5 bedroom condos and homes on beautiful Siesta Key. All units are fully equipped, most directly …

Every vacation should be unique, dynamic, and distinctive. Find our homes on the sugar sands of Siesta Key, and beyond. …

We offer an unrivaled selection of vacation rentals throughout Siesta Key and the Sarasota/Bradenton Gulf Coast. Discover a spectacular paradise …

SkyRun Vacation Rentals is the premier short-term rental property management company serving Sarasota and surrounding beaches, including Siesta Key, Lido …

Sunset Royale offers one and two bedroom condos fully equipped with all the amenities, including a full kitchen to make …

The Cottages at Siesta Key

Welcome to The Cottages at Siesta Key, a charming resort close to the white, powdery sand of a great Gulf …

Tropical Sands Accommodations

We are the largest vacation rental management company on Siesta Key! From studios to 9 bedrooms. Most units offer free …

iTrip Vacations Sarasota & Venice

iTrip Vacations offers affordable vacation home rentals at lower prices than competitors, saving you time and money.

Welcome to Tivoli by the Sea Resort...your ultimate vacation getaway. Tivoli is a luxurious condominium on beautiful Siesta Key. As …

Located at the gateway of Siesta Key enjoy 43 spacious guest rooms, studios, one and two bedroom suites. Along with the …

Casa Blanca Vacation Rentals

Casa Blanca Beach Resort includes Gulf-front apartments and private villas. Each villa and apartment are individually owned. The minimum stay …

Island House Beach Resort

Looking for a quiet vacation spot on the best beach in America? The Island House offers a variety of apartments …

A taste of ''Old Florida'' with modern amenities! Siesta Royale is a smoke-free Gulf-front property with one and two bedroom …

The Palm Bay Club is a Siesta Key Florida beachfront vacation rental resort condominium property offering three types of accommodations, …

A 4 Bedroom In Siesta Key

A 4 Bedroom In Siesta Key is a beautiful four-bedroom, 3.5 bath condo with full Gulf views from the great …

We understand what makes a luxury vacation home right for you. We make it our business to find a vacation …

Sunnyside Properties is a family-owned and operated full-service property Management Company specializing in vacation rentals on Siesta Key. We have …

Sea Shell Condominium offers 49 luxurious 2BR/2BA condos, located directly on Siesta Key’s Crescent Beach. All units are fully furnished …

Ascendia Group | Real Estate | Rentals | Property Management

Ascendia Group is an award-winning one-stop for real estate (buying and selling), property management (vacation homes, annual & seasonal rentals), …

Excelsior Condominiums’ luxury 2 and 3 bedroom condos are located on the beautiful, white sand beaches of world-famous Siesta Key. …

Siesta Palms by the Beach

If you’re looking for a vacation rental on Siesta Key, consider the unique charm and big condo accommodations at Siesta …

Create the perfect setting for the type of vacation you deserve in one of our studio, one bedroom, or two …

Siesta Breakers Condominium

Beyond the entry gate to this luxury condominium resort, you will find everything you would want for an island retreat. …

The Magnolia House is a tropical secluded oasis on Siesta Key. Each unit is a newly renovated 2 bedroom, 2 …

SK Sand Dollar - A Condo at Crescent Arms

A luxury condo on one of the world's Top Ten beaches.

Whether you're looking for a relaxing beach cottage or a modern beach front condo look no further! We have provided …

Ameniti Bay Sarasota Hotel & Suites

Behind every great day is a great night - a stay with us ensures you're at your best, whether travelling …

Peaks & Palms Vacation Rental Group

Steps to the beach, and quick access to shops and dining, this condo offers style and comfort with many updates …

This luxurious fully updated and remodeled 4 bedroom 3 bath townhome is in the heart of Siesta Key. Perfect to …

Home & Condo Rentals and Property Management

For your next vacation or seasonal rental on Siesta Key we offer many types of lodging including luxury waterfront condos, …

Beachside Management, LLC

Let us assist with your Siesta Key vacation rental. Whether you prefer a condo, bungalow, studio villa, or 5 bedroom …

Gulf & Bay Club offers two and three bedroom/two bath units on the beautiful award winning white sand beach of …

Best Western Plus Siesta Key Gateway

Offering a quiet, peaceful place to rest and relax. Treat yourself to the comfort and unmatched convenience of our newly …

Sarasota Surf & Racquet Club

Sarasota Surf and Racquet Club is right around the corner from the famous Siesta Key Village, where you will find …

Holiday Inn Express & Suites Sarasota East I-75

A short drive to Siesta Key and easily accessible from I-75 exit 205 and Sarasota-Bradenton Intl Airport (SRQ). All hotel …

The Beach Club at Siesta Key

Located in the heart of picturesque Siesta Key, Florida sits this award-winning nightly resort. White-sand quartz beaches combined with a …

Two heated pools, spa, BBQ grill and tiki huts in lush landscape. Complimentary beach chairs, towels and bikes make playing …

This enchanting, two-story, canal-front ‘castle-like,’ private home with pool and spa is situated on Siesta Key within a block of …

Fully renovated retro hotel features the ultimate in modern amenities while keeping its historical mid century integrity and charm. All …

Whether it is a 1st floor bedroom you seek, a 3 bedroom model, or a pet friendly tiny, we're sure …

Crystal Sands Condominium

Whether you’re looking for a retreat with your loved one or planning a family vacation, Crystal Sands has something for …

Harbor Towers Yacht & Racquet Club

Harbor Towers is a tropical paradise on Siesta Key which has long been considered one of the gulf coast's most …

Siesta Key Beach Resort and Suites

We offer a location like no other, as we’re the only hotel in Siesta Key Village. Only a minutes-walk across …

Siesta Sands Beach Resort

Siesta Sands Beach Resort is the perfect vacation spot. Located directly on the #1 beach in the country, spend your …

Relax in our immaculate and updated Siesta Key condo located directly on Turtle Beach at the Southern-most tip of the …

Calini Beach Club’s luxurious, 1,300 square foot, two bedroom/two bath condos await your visit. Units have fully-equipped kitchens, private verandas …

Siesta Dunes Beach Condominiums

Siesta Dunes is a beach condominium community located on Siesta Key, a barrier island on Florida's west coast. Two and …

Anchorage Yacht & Tennis Club

While private beach access is included with your stay, we also have a wide variety of things to do onsite …

Parrot Beach Cottages Siesta Key

Four-suite cottage steps to Siesta Beach. Enjoy spectacular sunsets, a romantic walk on the beach or relax at the pool. …

House of the Sun Condominiums

House of the Sun features fully furnished two-bedroom, two-bathroom units with private balconies, full kitchens, and access to all on-site …

Vacation Memorably. Expansively. RVA has helped vacationers make lasting memories along Florida's Gulf Coast since 1989. We specialize in vacation …

Crescent Royale Condominiums

You can’t find a better condo on Siesta Key for your romantic getaway, family vacation or business event. Enjoy amazing …

Private area on the famous, ultra white quartz sand of Crescent beach. Heated pools, fishing pier, barbecue, assigned parking, lighted …

Crescent Arms Vacation Rentals

If you want to enjoy the sugar-white sand of Crescent Beach, shop or just relax by the pool - Crescent …

Steps away from award-winning Siesta Beach, the Sea Spray Resort is the ideal place to stay while visiting the Sarasota …

Our Siesta Key vacation homes are listed so you can easily find exactly what you’re looking for, and know exactly …

Looking for vintage Florida with coastal flair? The Inn on Siesta Key sits across the street from Siesta Beach, the …

Introducing, a deluxe vacation property in the Village of Siesta on the intercoastal waterway. Key features include, heated pool, enclosed …

We are a local family of three that rents out cozy and private bungalows in Palm Island neighborhood in the …

Our Sarasota luxury resort invites you to kick back and take in the picturesque views from our white sand beach, …

Established in 1991, we are a 2nd generation family run business along with our “Team Stringer” representatives. Stringer Management has …

Oops! Your search returned no results

Oops! You've filtered out the fun

What part of Siesta Key is the best?

On the northern end of Siesta Key, rests the most popular public beach on the island: Siesta Beach. You can walk, bike or ride the trolley to the largest of the island beaches. Siesta Beach is arguably the most popular attraction on the island.

Is it better to stay in Siesta Key or Sarasota?

Depending on what you're looking for: Siesta Key is perfect if you're looking for a beach vacation with many outdoor activities, and Sarasota (downtown) is better if you want to be close to the best restaurants, shopping, and cultural attractions!

Which is better Siesta Key or Lido Beach?

Lido Key and Siesta Key are both popular spots for beachgoers. Siesta Key gets more attention than Lido Key, but Lido does offer some great amenities and plenty of parking. Siesta Key's sugar sand beaches and clear waters attract tourists from all over the world.

What's the difference between Sarasota and Siesta Key?

Siesta Key is one of the cheaper destinations in Florida, but it can still get pretty pricey during peak season. Sarasota offers more budget-friendly vacation rentals, it also has a livelier Downtown area with an endless assortment of bars, boutiques and restaurants to choose from.