Vacation Rentals near Sarasota in Florida

Featured Vacation Rentals

Banana Bay Club

8254 Midnight Pass Rd
Sarasota, FL


Banyan Tree Beach Resort

378 Canal Rd
Sarasota, FL


Beach Palms

153 Beach Rd
Sarasota, FL


Beach Point Resort

125 Beach Rd
Sarasota, FL


Beachfront Sea Castles

20 Whispering Sands Dr
Sarasota, FL


Beachside Resorts

5204 Ocean Blvd
Sarasota, FL



7125 Fruitville Rd
Sarasota, FL


Captiva Beach Resort

6772 Sarasea Cir
Sarasota, FL


Club Bamboo Resort

5040 Fruitville Rd
Sarasota, FL


Conclare Seaside Apartments

6738 Sarasea Cir
Sarasota, FL

It’s easy. Just settle in to one of our beautiful rental units, nestled in a tropical setting just steps away from the warm Gulf of Mexico waters and crystal white sand of Siesta Key’s Crescent Beach.
Our shaded verandas are the perfect place to take in the salt air, and you can lounge in the sun or take in the sights and sunsets from our fantastic sundeck.

Come alone or bring them all – our units range from efficiencies to three-bedroom units. And the length of your stay is entirely up to you.

You’ll be close to shopping, dining, culture, and all things fun and exciting to do. Boat, parasail, jetski...swim, snorkel, golf, tennis, or volleyball!

For relaxation, you can float in our heated pool, read a good book near our soothing patio fountain, or watch a favorite DVD in your own cozy vacation unit.

Do you wish you were enjoying exquisite tropical sunsets, strolling along a gorgeous beach and counting seagulls, dolphins and pelicans – with somewhere wonderful to rest at the end of a busy day?

Look over our Accommodations page, check out our Amenities, and Contact Us today to make your reservation for a fantastic Florida vacation at Conclare on spectacular Siesta Key!

Coquina On The Beach Resort

1008 Benjamin Franklin Dr
Sarasota, FL

Lido Beach and All Sarasota Area Beaches Your ideal choice Sarasota Hotels, the Coquina on Beach Resort Sarasota provides lodging on Lido Key near St. Armands circle and directly on beautiful Lido Beach. Relax at Coquina on the Beach, and enjoy Sarasota area attractions...all within minutes from our hotel! more Coquina on the Beach offers a location near many diverse dining options...perfect for any special occasion. more We are a pet friendly hotel conveniently located near area attractions such as the Mote Marine Aquarium, John and Mable Ringling Museum of Art, Marie Selby Botanical Gardens, Sarasota Jungle Gardens, Asolo Theatre, Van Wezel Performing Arts Hall and Ed Smith stadium as well as area businesses like Sarasota Memorial Hospital and Sarasota Bradenton International Airport. When visiting Sarasota, Florida make Coquina on Beach Resort Sarasota, Florida your first choice for Sarasota hotels. Coquina On The Beach Mentioned In New York Times Great value, clean rooms, fabulous location thefalins seattle We stayed at the Coquina for a few days in July, and loved it. I have to say that they have the most friendly staff I have ever encountered at a hotel. They went out of their way to take care of us, all the time. We stayed in a studio room with kitchen, near the office, and found it to be very large, and extremely clean. The pool was a good size, very clean and right on the beach. The guests were friendly and there were a lot of families. Very kid and pet friendly.

Golden Host Resort

4675 N Tamiami Trl
Sarasota, FL

Golden Host Resort offers a variety of recreational, lodging and dining options for people of all ages. Each of its guest rooms features a television, alarm clock, tea maker, hair dryer and ironing board. It has a bar that stocks a variety of drinks, including wines, drinks and whisky. The resort provides baggage handling, parking and laundry cleaning services. Golden Host Resort offers complimentary breakfast options and offers online room reservation services. The resort provides Internet access and gift certificates. Its surrounding area features a museum, theatres, restaurants, shopping malls and botanical gardens. Golden Host Resort is located in Sarasota, Fla.

Gulf Beach Motel

930 Benjamin Franklin Dr
Sarasota, FL

Gulf Beach Motel is accommodation facility that has more than seven rooms, over 15 suites and bedroom apartments. Each of its rooms features a television, entry lock, kitchen and bathroom. The hotel has shuffleboard courts, heated pools, vending machines and patios, as well as a picnic area. Gulf Beach Motel offers access to the Internet and maid services. It provides accommodation services on rent. In addition, the hotel organizes various trips to the surrounding areas, including Mote Marine Aquarium, Fiesta Fun Park, Golden Apple Dinner Theater and Marie Selby Botanical Gardens. Gulf Beach Motel is located in Sarasota, Fla.

Helmsley Sandcastle

1540 Benjamin Franklin Dr
Sarasota, FL

The Helmsley Sandcastle Hotel is a full-service hotel that provides accommodations for business and leisure trips. Its meeting facilities have a seating capacity for up to 225 people. The hotel features a private beach that is spread over an area of more than 500 square feet. The Helmsley Sandcastle Hotel offers candlelight dining room and lounge area. The hotel provides shuffleboard counts and gift shops. It also features a business center and is equipped with audiovisual equipment. The Helmsley Sandcastle Hotel offers complimentary newspaper and fax services. The hotel s guest rooms feature coffee makers, hairdryers, refrigerators, and irons and ironing boards. It is located in Sarasota, Fla.

KLW Associates

4909 Featherbed Ln
Sarasota, FL


Lido Islander

528 S Polk Dr
Sarasota, FL

Rooms & Rates
More info
The Lido Islander has a million dollar location. 1 block to Lido Beach and 3 blocks to shopping and dining on St. Armand's Circle. Close to everything, yet still quiet.

More info
At the Lido Islander, cultural arts, sporting events, golf and tennis facilities, outlets, fine shopping , and fabulous dining experiences are only a short distance away.

Lido Towers Vacation Rentals

1001 Benjamin Franklin Dr
Sarasota, FL

Lido Towers features ....

one of the best locations on Lido Beach
our own private beach
convenient, reserved covered parking
a secured building
two elevators
laundry room on each floor
barbeque area
poolside card and party room

Enjoy a s-p-l-a-s-h in our Heated Pool!
Comfortable and Tastefully Decororated - Lido Towers!Relax! Lido Towers brings it home!
Lido Towers features ....

private screened balconies
individually controlled heat and air
sound proof walls
fully equipped kitchens
heated pool
spa and sauna
beautifully landscaped grounds
lush tropical setting

Lime Tree Beach Resort

1050 Benjamin Franklin Dr
Sarasota, FL

Welcome to Limetree Beach Resort!

We are an exceptional experience in the very heart of world-famous Lido Beach and St. Armand's Circle in Sarasota Florida!
Limetree Resort offers everything a Florida vacation is famous for sparkling beach, sunshine, spectacular gulf view, leisurely swims in the heated pool, and plenty of opportunities for outdoor sporting fun! Tennis, bicycling, shuffleboard, volleyball, an exercise room and whirlpool spa...all just steps away from your door!

Limetree Beach Resort is a 67 unit beachfront time-share and rental condominium resort located on Lido Key, directly on the Gulf of Mexico, available to rent or own on a weekly basis (Saturday to Saturday.)

Our condominium units are spacious and include 1 or 2 bedrooms, 1 or 2 baths, or efficiency units. All units offer telephone, complete electric kitchen, cable TV, and individual heating and air conditioning, as well as linens and cooking utensils.

Just steps from your door, you will enjoy the white, sandy Lido Beach for sunning, swimming in our renovated heated pool, or shelling. In the evening enjoy the picturesque sunsets.

Palm Breeze Villas

1681 Stickney Point Rd
Sarasota, FL


Paragon At Bay Village

8400 Vamo Rd
Sarasota, FL

Welcome to Bay Village of Sarasota

As the only nationally accredited retirement community in Sarasota County, Bay Village of Sarasota has earned a reputation for combining luxurious, independent living with continuing care that promotes social engagement, lifelong learning, and wellness.

Founded and managed by Pine Shores Presbyterian Church of Sarasota, as a not-for-profit corporation, Bay Village of Sarasota welcomes retirees of all faiths to its community of active seniors.

Bay Village of Sarasota offers a variety of floor plans, outstanding casual and fine dining, transportation, on-site banking and shopping, and engaging programs in health and fitness, lifelong learning and creative arts.

Call us today at (941) 966-5611 to schedule a personal tour.

Senior Apartments

Retirement Community Senior ApartmentsHome is a personal haven that should reflect your style while blending comfort with convenience to create an affordable, maintenance-free lifestyle. As a resident of Bay Village senior apartments, you will experience independent luxury living at its best.
Learn More

Senior Amenities

Luxury retirement living at Bay Village of Sarasota gives you the ability to focus on what you love to do: spend time with friends and family, enjoy your hobbies, or explore new adventures. The senior amenities services, activities…
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Retirement Community Accreditation

Bay Village of Sarasota has been fully accredited by the Continuing Care Accreditation Commission (CCAC) since 1987. Bay Village is the only CCAC-accredited retirement community in Sarasota County. Our voluntary accreditation demonstrates that we highly value you and your loved ones. CCAC was founded in 1985, as the nation’s only accreditor of continuing care retirement communities and aging services networks.

Accreditation is a road map that guides our focus and our commitment to continuously improve our service quality. We have made a pledge to enhance the quality of our service’s and programs to prove that our focus is on your satisfaction.

Sandbox On The Beach

108 Beach Rd
Sarasota, FL

Right on the sandy beach, The Sandbox has the best of it all. It is like small town USA combined with one of the top beaches in the world. The village offers something for everyone. For the kids there is the Big Olaf’s Ice cream parlor, and the Beach Bazaar. For the young adults there is music and dancing at many village establishments, and for everyone there’s all the above plus some fine dining and neat shops. It doesn’t take long to find yourself fitting right in to this laid back life.
Proprietors Arlene and Roger Esslinger first came to Siesta Key in 1994. They found the Sandbox in 1998 and have been sitting on it’s patio with friends and guests ever since. This clears your mind and soul and shows one the important things in life. We would love to share our space with you if the sun, the sand, and fresh air turn you on like it does us… come and join us.

Sandpiper Beach Club Resort

6414 Midnight Pass Rd
Sarasota, FL

The Sandpiper Beach Club offers you a beachfront home on Siesta Key, a subtropical haven with glistening white sands, graceful palm trees, and cobalt blue gulf waters. As a guest of Sandpiper you will enjoy our crystal clear swimming pool, hot tub, game room, and lighted tennis court. A short drive away are Sarasota's boutiques, restaurants, and cultural attractions. The Selby Botanical Gardens, Sarasota Jungle Gardens and the Ringling Art and Circus Museums are popular attractions. Tampa's Busch-Gardens and Adventure Island are about an hour away and Walt Disney World is just a two-hour drive.

Sea Club V

6744 Sarasea Cir
Sarasota, FL

Sea Club V Beach Resort is situated directly on Crescent Beach offering our guests amazing soft, cool white sand beach and activities in a warm and friendly atmosphere. Crescent Beach is known throughout the world as having one of the whitest, finest sand beaches. It is also the best swimming beaches on the island, boasting calm, shallow, crystal clear waters. Swimming at Sea Club V Beach Resort beach is relaxing for adults and safe for children, many a child has taken their first "Sea-bath".
Our sun is hot and our sand cool so we suggest vigilant moderation when it comes to the sun. The sand on Crescent Beach is so white it reflects all the sun's rays, this of course makes it great for walking, without getting one's feet burned but also this fact means that all the sun's ray's are reflected back to you, the Vacationer, even if you're enjoying the shade. We suggest all should be more careful then normal and ever mindful of the sun, when enjoying the beach at Sea Club V Beach Resort, Siesta Key.

While you visit with us, you'll have the option to be as busy or as relaxed as you like. Chill out in the refreshing freshwater pool and its invigorating whirlpool spa, or lounge on one of the comfortable beach cabanas. Take a stroll on the world’s whitest finest sand beach or if you'd like, discover the undersea environs at Point of Rocks, just south of our resort, with our complimentary snorkeling equipment. They're all yours to explore and enjoy.

To find your way to Sea Club V Beach Resort and the spectacular Crescent Beach, click here for driving directions. We look forward to welcoming you to Siesta Key!

Siesta 4 Rent

6555 Midnight Pass Rd
Sarasota, FL

Siesta Key Florida, home of the worlds finest and whitest sand beaches. Siesta Key is the jewel of Sarasota, located just minutes from downtown Sarasota, which offers many cultural activities. Siesta 4 Rent, Inc. specializes in seasonal rentals on beautiful Siesta Key Florida. We have vacation rentals and lodging ranging from studio apartments up to five bedrooms on beautiful Siesta Key.

This website will offer you Rental Properties Pictures, Seasonal Rates, Amenities and Availability of all our Siesta Key Vacation Rentals, Sarasota, FL. Siesta 4 Rent has been serving Siesta Key since 1997

If you have Questions or are ready to book one of our Siesta Key Rentals, please call 1-941-349-5500 or Toll Free 1-877-482-5550

Lic. Real Estate Broker. Information deemed reliable but not guaranteed.

Siesta Beach Resort and Suites

5311 Ocean Blvd
Sarasota, FL

Formerly the Best Western on Siesta Key but renovated and better, we are now Siesta Beach Resort a quaint two-storyMediterranean landmark hotel, nestled within historic SiestaVillage and steps from Florida's only white quartz beach onSiesta Key.
Siesta Key Florida is located on the Gulf of Mexico just off the coast of Sarasota in southwest Florida. A perfect place for business or pleasure, comfort waits for you at the end of the day in our tastefully decorated Rooms and Suites.

Daily & Weekly Rentals

Jacuzzi Suites (w/fully equipped kitchenettes)
Two Bedroom Suites (2 bedrooms, living room w/sleeper sofa and kitchen)
One Bedroom suites (1 bedroom, living room w/sleeper sofa and kitchen)
Studio Efficiencies (1 room, w/kitchen, 2 doubles)
Standard Rooms (hotel room, king / double bed)

Siesta Sun Beach Villas

6424 Midnight Pass Rd
Sarasota, FL

The charming Siesta Sun Beach Villa has hosted guests from all over the world since 1958 and is comprised of twenty six individually owned units. Combining the memories of the past with the comforts of today, the units include four 2-bedrooms, ten 1-bedrooms, and twelve studio/efficiencies. The villas have a wide variety of sleeping arrangements to accommodate guest's needs. Ten of the units are located directly on the white sands of Crescent Beach, while our single story building is just a few comfortable steps away from the beach.
We are located in Siesta Key, which was voted Best Beach in the U.S.A. in 2011. At Siesta Sun, we are family friendly. The atmosphere is low key and peaceful. If you are searching for an old-fashioned Florida beach vacation Siesta Sun is your destination.
The laundry room is situated in the middle of the complex. Beach lounges, chairs, picnic tables and grills are provided for the guests and parking for registered guests is conveniently located at the front or back door of each unit. The swimming pool was beautifully renovated in 2011. Be as active or relaxed as you want to be on the exquisite beach of Siesta Key!
***There is a grocery store, drug store, postal service, boat rental, hairdresser, nail salon, restaurants and shopping and all within walking distance. The county bus line stops at our door.

Sun N Fun Rv Resort

7125 Fruitville Rd # 1171
Sarasota, FL

Sun-N-Fun RV Resort offers amenities, such as car wash station, poolside bar and grill, cappuccino bar and a full-services restaurant. The resort also provides access to world renowned beaches, fishing, bird watching, golf, horse riding, canoeing, kayaking, hiking, shopping, state parks, and various restaurants and entertainment options. It also offers summer tent camping services. Sun-N-Fun RV Resort has a 6000-square-foot swimming pool and hot tubs. It also features tennis courts, clay horseshoe pits, 18-hole mini golf course and fitness centers. The resort also features a woodworking shop, lapidary and stained glass studio. Sun-N-Fun RV Resort is located in Sarasota, Fla.

Sunsets On The Key

5203 Avenida Navarra
Sarasota, FL

Amidst warm, gentle breezes from the Gulf of Mexico, nestled within the island of Siesta Key on Florida’s west coast is "Sunsets on the Key." This getaway island retreat is inspired with an old Key West-style charm. Established in 1999, this multi-award winning, triple-diamond AAA-rated tropical refuge is just the ticket for some well needed time off… time to relax… time to recharge…

We welcome the opportunity to serve you.

Tivoli By The Sea

625 Beach Rd
Sarasota, FL


Tropical Breeze Resort

140 Columbus Blvd
Sarasota, FL

Tropical Breeze Resort
A Sarasota-Siesta Key FL Resort Hotel
Welcome To Siesta Key Beach & All Sarasota Area Beaches

Siesta Key Beach has been rated Number 1 in the Nation!

Your ideal choice for Sarasota & Siesta Key Beach Hotel and vacation rentals, the Tropical Breeze Resort on Siesta Key provides lodging directly near Siesta Key Beach. Choose from our renovated Tropical Breeze Resorts accommodations featuring efficiencies, one bedroom and two bedroom suites. We're also "pet friendly"!
View: Property Map

The Tropical Breeze Resort offers room, suite and beach house rentals all available at daily, weekly and monthly rates. We are one of the few Siesta Key Beach hotels offering daily rentals. All of our units are within 100-200 yards of the beautiful Gulf of Mexico with a select number directly across the street.

The Tropical Breeze Resort on Siesta Key Beach in beautiful Sarasota, Florida is the perfect spot for sunning, shelling, or taking a siesta. Located in Siesta Key Village; the Tropical Breeze Resort is known for its resort amenities: three heated swimming pools, spacious courtyards with barbeque grills. All of these extras are easily accessible from any of the Tropical Breeze Resort's well appointed yet casual Suites, Efficiencies and Beach Homes. Every Suite is wonderfully appointed, featuring spacious living areas and fully equipped kitchens.

View: Property Map

We are conveniently located near area attractions such as the Mote Marine Aquarium, St. Armands Circle, Siesta Village, John & Mable Ringling Museum of Art, Marie Selby Botanical Gardens, Sarasota Jungle Gardens, Aslo Theatre, Van Wezel Performing Arts Hall and Ed Smith Stadium as well as area businesses like Sarasota Memorial Hospital and Sarasota Bradenton International Airport

Check rates, availability & book your room online!

Call 941.349.1125 or Toll Free 800.300.2492

Tropical Breeze Resort Specials:
Florida & Georgia Residents Special
Sarasota/Siesta Key Teacher's Special!
Save 15% On Rentals @ Siesta Key Marina
What's Nearby/Things To Do:
Hotel Resort Near Siesta Key Beach Florida
Sarasota Calendar Of Events
Hotel Near Florida Baseball Spring Training Baltimore Orioles Ed Smith Stadium Sarasota
Upcoming Area Events:
Annual Sarasota Beer Festival., Siesta Key, Florida, August 24, 2013
67th Annual Labor Day Regatta, Siesta Key, Florida, September 1, 2013
Flea Market, Siesta Key, Florida, September 14-15, 2013
The Light Plane & Golden Age Radio Control Model Airplane Fly-In!, Siesta Key, Florida, October 5, 2013
3rd annual STRIDER World Championship & Sarasota Kids Fest, Siesta Key, Florida, October 11-13, 2013
Pumpkin Patch Party, Siesta Key, Florida, October 13, 2013

Tropical Shores Beach Resort

6717 Sarasea Cir
Sarasota, FL

Nestled in a grassy, park-like setting between Tropical Sun and Sara Sea, Tropical Shores was the first of the three properties to garner a top AAA rating. Here, the lilting sounds of songbirds and sweet floral fragrances fill the air; a great way to start each day. Step out with freshly-brewed coffee in hand to take in the marvels of Mother Nature. But don’t stop there. Stroll west — for just a minute or two — and you’ll find yourself on one of the most beautiful beaches on earth.
Consistently rated among the world’s best, Crescent Beach is so wide that it’s never overcrowded. Made up of pure crystal quartz, the sand is powder-soft and comfortably cool on your bare feet any time of day. Watch dolphins frolic, seagulls plunge and manatee lumber in these clean, azure waters. Go shelling, sailing, sunning! Do as much or as little as you like.

We know that packing for plane trips can be a challenge, so we provide plenty of beach towels. Walk along our clean and beautiful grounds, and, as our guest, you are welcome to use the large swimming pool, play shuffleboard, grill at our three tiki hut barbeque areas, or just sit quietly in the shade and contemplate your peaceful surroundings.

It is our pleasure to ensure that your stay is comfortable and carefree. We offer a wide selection of room types to accommodate singles, couples and families. Floor plans include mini efficiencies, deluxe and one- and two-bedroom suites. All share the same character, high-end amenities, friendly staff, and of course, convenient beach access.

Tropical Sun Beach Resort

6760 Sarasea Cir
Sarasota, FL

Gently rolling waves, sun-drenched sand and spectacular sunsets… this is paradise, and it's called Siesta Key. It's truly the land of flowers and they bloom in a rainbow of colors. Home to exotic sea creatures, a lively village of friendly folks and some of the world's top-rated beaches, Siesta Key boasts Tropical Beach Resorts: a comfortable, yet stylish collection of properties just a short walk from Siesta's shores.

The rooms at the Sara Sea Resort, Tropical Sun and Tropical Shores Beach Resort are white-glove clean, feature 32” flat screen TVs and either double, queen or king-sized beds with fluffy white duvets. Most include a sleeper sofa or futon for extra sleeping space. While none of the units overlook the gulf, they each offer a colorful garden view.

Choose the room that matches your budget and meets your needs, from stylish smaller floor plans to luxurious spacious one- or two-bedroom suites. They all offer convenient access to the area’s many amenities, including our number one attraction, Crescent Beach. Here you’ll meet some real Florida natives: dolphins, manatees, pelicans, laughing gulls, sandpipers and other creatures of the sea.

When you're not splashing in the surf, touring, shopping, boating, bicycling or indulging in any of the other myriad of activities the area has to offer, you can take a dip in our refreshing swimming pools, challenge each other to a game of shuffleboard, grill up some burgers, steaks or seafood at one of our barbeque tiki huts, or simply curl up with a good book beneath a shady tree. Every day in paradise holds a new promise… and ours is to make your vacation dreams come true.

Turtle Beach Resort

9049 Midnight Pass Rd
Sarasota, FL

Siesta Key Hotels on the Beach.

Visit World Renowned Turtle Beach Resort, Siesta Key Florida

Turtle Beach Resort & Hotels is known as the most romantic Siesta Key Beach Resort on Siesta Key, a beautiful barrier island located in Sarasota Florida. We are an ideal place to vacation for you and your family. So, if you are looking for Siesta Key hotels in Sarasota or a beach resort, then our Siesta Key accommodations including private hot tubs, hammocks, and boat docks will surely satisfy your expectations.

Siesta Key HotelsNestled at the south end of Siesta Key, Florida is an Olde Florida Style Resort Hotel where you will discover a romantic getaway for you and that special someone or a quiet vacation with family and pets. This boutique resort will offer you fishing off our private docks, boating, canoeing, kayaking, private hammocks and relaxation in your own private hot tub. Each waterfront cottage offers a secluded private patio with your own private hot tub and hammock and beautiful views of Little Sarasota Bay.

As you are sipping your coffee on a private patio watching the sun rise over the bay, you might catch a glimpse of dolphins rolling by, pelicans and bald eagles fishing for breakfast, or a pod of manatees lazily swimming by. So, whether you are looking for an ideal family vacation, a romantic honeymoon destination or a pet friendly Siesta Key Hotel, then Turtle Beach Resort is your place!

You are also invited to visit our adjacent beach Resort called The Inn at Turtle Beach and is widely renowned as one of the most romantic Siesta Key Hotels in Turtle Beach as well as in the state of Florida.

An adult only resort exclusive for romantic couples. Honeymoon, Anniversaries, Engagements/Proposals or just a Romantic Get-Away!
The Inn at Turtle Beach

The Inn at Turtle Beach offers a private hot tub with every suite, a intimate enclosed courtyard, complimentary bikes, canoes, kayaks, beach and fishing equipment with scenic views of the water along with boat docks and fishing piers. We have FROMMER’s highest rating on Siesta Key, Florida. The Inn at Turtle Beach is a mere two minute walk to the islands white sandy beaches. Finer than sugar -its like flour! Come enjoy yourself at either location.

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