Distance to beach: 0.3 miles to Crescent Beach
Key Amenities
About this property
Welcome to your perfect vacation home on Siesta Key! Our turnkey townhouse is located just a few minutes' walk from the #1 ranked Crescent Beach, where you can enjoy the crystal-clear waters and powdery white sand that have made Siesta Key world famous. Our townhouse features a spacious courtyard ...
Property Type
Siesta Key Townhome
Featured review
The place was immaculate and had everything we needed. It was so nice to have beach towels, chairs, and sand toys provided. The location is perfect. It's a very short walk to the beach. Some restaurants ...
Key Amenities
About this property
Beautiful 2 Bedroom, 2 Full bath condo. Close to everything, right on Crescent Beach, voted #1 beach twice in the last 5 years. King in the master, 2 full size beds in the second.
Property Type
Siesta Key Condo
Featured review
We loved our stay here. Right on the beach and great pool close to our condo. Clean and spacious. Maybe could use a few updates but we were mainly here at night for sleeping so it worked well for us.
Key Amenities
About this property
Enjoy our 2br 2 bathroom ground floor condo. 30’ to the pool, tennis courts, Weber gas grills, and picnic table . Or cross the street to private deeded beach access on the #1 beach in the US. Enjoy bayside fishing on the fishing deck. 1280 square feet of living space. Roku tv’s and ...
Property Type
Siesta Key Condo
Featured review
We always enjoy our stay at Gulf and Bay Bayside!!! Condos are perfect! We always meet new people who have become friends and can’t wait to see them again next year!!!
Key Amenities
About this property
This magnificent unit has been completely remodeled and is on the ground floor with beautiful water views and spectacular sunsets. Walk out the rear lanai door directly onto the beach where children can play within view or walk over the boardwalk to the blue-green waters of the Gulf of Mexico within 100 ...
Property Type
Siesta Key Condo
Featured review
I can't say enough about this property absolutely heaven out your front door is a beautiful Bay with manatees playing in it pretty much every day we were able to be there!! out the back door you're about ...
Key Amenities
About this property
Our Condo is on beautiful Turtle Beach at the southern and most private end of Siesta Key directly on the Gulf of Mexico. When we say directly, we mean directly and not merely a Gulf “View” or a long car ride or a long walk to the Gulf. We call it “Paradise” and you could not ...
Property Type
Siesta Key Condo
Featured review
We stayed at A306 the third week of April 2023. Our stay was well beyond expectation and this location & Unit is the best overall rental we’ve experienced in 25+ years of Florida vacationing. Everything ...
Key Amenities
About this property
Your dream vacation awaits! Your spacious and private single-level house is a perfect getaway for a peaceful and relaxing vacation. Enjoy all the comforts of home while being just a short walk away from bars, restaurants, and Siesta Key's beautiful white sand beaches. Nestled on a quiet tree-lined ...
Property Type
Siesta Key House
Featured review
I've enjoyed three years in a row at Jonathan's wonderful Siesta Key house and hope to continue doing so for years to come. I've stayed at multiple rentals all over the country and nobody's home or hospitality ...
Key Amenities
About this property
Updated 2 bedroom unit in charming Casarina complex is located directly on the crystal white sands of Siesta Key Beach. Amenities galore! Magnificent gulf views. Enjoy the serenity of this casual, comfortable and tastefully decorated home away from home. You will enjoy having the In unit laundry, ...
Property Type
Siesta Key Condo
Featured review
I absolutely loved my stay. The condo was impeccable and the sunsets were gorgeous. I highly recommend this unit. The master suite was so lovely. We really enjoyed the pool, spa, and trips to the Village.
Key Amenities
About this property
If you are looking for a terrific vacation spot tastefully decorated, clean, and comfortable, you just found it. You can be as lazy as the sun and free as the Gulf breeze. We are not underselling ourselves when we say we have the 'Best Location' on 'Crescent Beach.' Experience the ...
Property Type
Siesta Key Condo
Featured review
My husband and I intended to stay here in early February. On several occasions we reached out to customer service regarding damage from the hurricane. A letter was sent that only said “some amenities ...
Distance to beach: 0.3 miles to Crescent Beach
Key Amenities
About this property
6828 Midnight Pass Road is a townhouse style condo three level unit with 3 main bedrooms plus a bonus bath and laundry and bedroom on the ground floor. Each bedroom has a queen bed, and all furniture and mattresses were purchased new in 2021. New AC and duct work in 2023. Brand new exterior paint and ...
Property Type
Siesta Key Townhome
Featured review
We cant say enough about how beautiful this townhouse was, fully stocked with everything, (the blender was great to have because we love our mudslides out by the private pool) The location was unbelievable, ...
Distance to beach: 0.1 miles to Siesta Key Beach
Key Amenities
About this property
NEWLY UPGRADED - BEAUTIFUL CONDO FOR THE PERFECT GETAWAY FROM THE COLD Right across from Siesta Key Beach, minutes from Siesta Key Village - or the South Village - shopping, top restaurants, live music, and entertainment. Walk , bike or take the free trolley. Sit on the balcony for a quiet and ...
Property Type
Siesta Key Condo
Featured review
The property has two rooms with their own bathrooms and it was perfect for what we needed. Choosing whether to spend time at the pool, beach across the street or playing pickleball, also across the street ...
Distance to beach: 850 feet to Crescent Beach
Key Amenities
About this property
Direct-with-Owner Rental Discounts: Midnight Cove #532 offers "All-In Price" 10% to 25% Discounted Rental Rates from $946 to $2,488 /Wk Depending on the Season ($150 departure cleaning extra - $400.00 refundable security deposit required) & SAVINGS from $163 to $621 /Wk from the listed ...
Property Type
Siesta Key Condo
Featured review
This 2 bedroom ground floor condo was comfortable, clean, stylish and centrally located. It was fully stocked eith cleaning and cooking supplies as well as hairdryer and iron. We had a great time and ...
Distance to beach: 0.0 feet to We are directly on the beach and direct oceanfront
Key Amenities
About this property
Our condo is directly on the beach and is direct oceanfront (Gulf-front). Unfortunately, there are properties on this site that falsely claim to be beachfront / oceanfront. We encourage travelers to ask property owners to verify those claims. When we travel over 1,000 miles to enjoy a beach vacation ...
Property Type
Siesta Key Condo
Featured review
This condo was amazing! The hosts were very polite and responsive. The condo was clean and well-equipped with everything we needed, including a beach wagon, chairs, sand toys, umbrellas, a boogie board, ...
Key Amenities
About this property
THE BEACH IS CALLING AND I MUST GO!! *We invite you to come stay with us in the Crescent Arms South Tower--Condo 601S--directly on the #1 famous Crescent Beach with a FULL view of the Gulf on a private 32 foot lanai. *Decorated in a "beachy motif" with granite counter tips in the kitchen ...
Property Type
Siesta Key Condo
Featured review
I highly recommend condo 601 South/ Beauty at the Beach! Elaine was very accommodating and her condo was the most coziest, beautiful, and relaxing place that I have stayed in a very long time. It had everything ...
Key Amenities
About this property
RENOVATED 2020!!! From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children playing, or walk down to the Gulf of Mexico for a swim. Located on Turtle Beach, Siesta Key's quiet south end - this lovely Gulf front first floor unit with large ...
Property Type
Siesta Key Condo
Featured review
This Condo is well appointed and is in the perfect spot right on the beach of the Gulf! We we're ableto walk out to the beach from our back door and see the canal out the front. We cooked in the kitchen ...
Key Amenities
About this property
You will fall in love with this condo! Everything you would possibly need is provided. Enjoy relaxing on the lanai in the morning with your coffee or a glass of wine in the evening. Nice beach chairs, beach umbrellas, straw mats, small cooler, swim noodles and a beach bag are all in the condo for your ...
Property Type
Siesta Key Condo
Featured review
Just returned from a week in Karen’s condo. Her place is perfect. The balcony and view were wonderful. Sitting and looking at the beach was so relaxing. The condo was great. Gave you a beach feeling. ...
Key Amenities
About this property
This charming Siesta Key vacation rental home offers a beautiful kitchen, dining area, living room, and outdoor patio. The property includes access to a heated pool shared between the two units in the house. Located in the heart of Siesta Key Village, it's just a 3-minute walk to the #1 beach in ...
Property Type
Siesta Key Apartment
Distance to beach: 0.4 miles to Siesta Key Beach
Key Amenities
About this property
Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too! Canal home in heart of the Siesta Key Village, no need for a car! Steps away ...
Property Type
Siesta Key House
Featured review
The house was extremely clean and nothing was missing. Loved my stay from beginning to end. Melissa checked in a few times to make sure I was happy. I would stay at this home again. It has raised my bar ...
Distance to beach: 0.1 miles to Crescent Beach on Siesta Key
Key Amenities
About this property
This 2nd floor, completely renovated 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located near the community pool and hot tub along with guest grilling ...
Property Type
Siesta Key Condo
Featured review
We had an amazing stay at Maria's place at Siesta Harbor. Everything had just been updated and was very modern and beautiful. We would highly recommend her unit and we are looking forward to going back ...
Key Amenities
About this property
Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of ...
Property Type
Siesta Key Condo
Key Amenities
About this property
This vacation rental condo is directly on the beach and is direct oceanfront (Gulf-front). Unfortunately, there are properties that falsely claim to be beachfront / oceanfront. We encourage travelers to ask property owners to verify those claims. We are excited to announce that B108 has recently been ...
Property Type
Siesta Key Condo
Featured review
This is our third year in a row staying at Fishermans Cove. Our first year we were in a second floor condo these last two years we had ground floor and wouldn’t have it any other way. Everything is spotless, ...
Distance to beach: 0.3 miles to Siesta Beach
Key Amenities
About this property
This 4 bedroom 4.5 bathroom condo with elevator, pool and private beach access. No need to look any further as luxury awaits! This unit can be combined with the adjoining unit for 8 bedrooms total. There is a wonderful outdoor living space with dining table and lounging area, living room, dining area, ...
Property Type
Siesta Key Condo
Key Amenities
About this property
Take it easy at this mid-century modern peaceful Siesta Key Beach family & pet friendly getaway. 3 BD, 2 BA’s & 2 outdoor showers to wash off the sand after beach fun. Don’t forget to bring Fido! Hang out by the fire pit in the evenings while you grill out taking in the ocean air with ...
Property Type
Siesta Key House
Featured review
The home on Siesta Key is totally amazing in every aspect. The completely updated modern architecture combined with the lush tropical landscape make this an excellent choice to relax and experience ...
Distance to beach: 0.2 miles to Siesta Key Beach
Key Amenities
About this property
Our adorable unit – Casita Siesta - is located at Gulf & Bay Bayside on Siesta Key, on the bay just south of Sarasota and with private beach access to world-famous Siesta Key Beach. It is a lovely 2 bdr/2 bath unit with a spacious living room and sunny lanai. The master bedroom has full bathroom ...
Property Type
Siesta Key Condo
Featured review
Lovely 2B/2B ground floor condo with fabulous sunroom getting morning sunshine. Sunroom faces a shell path that winds throughout the development and views lush landscape with blooming hibiscus bushes. Quiet ...
Key Amenities
About this property
A millionaire's retreat! This completely remodeled first floor unit with view of the Gulf of Mexico and amazing sunsets awaits you on Siesta Key. Walk out the lanai door directly to the beach where children can play within view or walk over the boardwalk to the blue-green waters of the Gulf within ...
Property Type
Siesta Key Condo
Featured review
I have nothing but rave reviews of this rental - the location, the condo itself and the owners. We had an amazing time and they had anything and everything that you could want in the condo. We will definitely ...
Distance to beach: 200 yards to Crescent Siesta Key Beach
$239
avg/night
Key Amenities
About this property
Located in beautiful Siesta Key, Fl (consistently ranked #1 beach in the US!!) in Midnight Cove 1, this bayside condo spoils its occupant with all the amenities and luxuries needed for a relaxing, tropical vacation. Nestled amid lush landscaping in this gated community, our unit is newly remodeled and ...
Property Type
Siesta Key Condo
Featured review
Great place to stay! Has everything you need for a great beach stay. The condo was clean, decorated nicely, and offered beach supplies. It was only a short walk to the beach as well. The host was great ...
Key Amenities
About this property
Beautiful house on Siesta Key with private pool and generous space. 15 min walk to the beach! This charming 3-bedroom, 2-bathroom private home is located in discreet residential neighborhood, on the beautiful Siesta Key island. It offers a large fenced outdoor area, with a private pool, plenty of parking ...
Property Type
Siesta Key House
Featured review
A wonderful location on Siesta Key--we loved being able to walk to the Village and easily walk to the beach. The house has an open feeling with a large living/eating/kitchen area. I cooked a good bit ...
Key Amenities
About this property
This tropical island get-away offers everything you desire for a magical, effortless vacation. Sunny, spacious second floor condo with easy indoor-outdoor living space including two queen bedrooms, each with an ensuite bathroom. Just steps to private, quiet powder-sand gulf beach and private fishing ...
Property Type
Siesta Key Condo
Featured review
This is a lovely immaculate condo in a lush green setting. From my window i watched birds, ducks, and turtles on the lake . On the sweet private beach i saw pelicans, dolphins and egrets. It's tempting ...
Key Amenities
About this property
Condo, 2 Bedrooms, 2 Baths, Sleep Sofa (Sleeps 4-6) If you are looking for a terrific vacation spot tastefully decorated, clean, and comfortable, you just found it. You can be as lazy as the sun and free as the Gulf breeze. This is the ‘Best Location’ on ‘Crescent Beach.’ Experience ...
Property Type
Siesta Key Condo
Featured review
Staff, wonderful, front desk also wonderful. Snythyou need is a call away. Condo comfortable and clean
Key Amenities
About this property
We lucked out! Hurricane Helene did not flood our beach house except for the carport. (But the Aloha Kai area is closed for the at least one month.) Hurricane Milton damaged some soffits. A front row seat for the famous sands and sunsets of Siesta Key Step barefoot directly on to the award-winning, ...
Property Type
Siesta Key House
Featured review
We SO enjoyed our stay there! Our stay was to celebrate a milestone birthday of our sister and we couldn't have asked for a better spot! Our main goal was to relax, catch up and enjoy the beautiful beach ...
Distance to beach: 0.0 miles to Siesta Key Public Beach
Key Amenities
About this property
This 2-bedroom, 2 bath Siesta Key condo can sleep 6 comfortably with a pull-out queen sofa bed and total square feet of 1,773! The beautifully decorated updated condo, with newly tiled bathrooms offers a comfortable, home-away-from-home feel. Sit on your private 20 ft deck and enjoy the view of a lake ...
Property Type
Siesta Key Condo
Featured review
We loved the beautiful condo. It was our first trip to Siesta Key and we enjoyed it thoroughly. The condo was well kept, fully furnished for the most part and the Mgmt team was there to help us when we ...
Distance to beach: 0.2 miles to Siesta Key
Key Amenities
About this property
NEWLY REMODELED - LUXURY WATERVIEW CONDO FOR COUPLES or Families GETAWAY - POOLS, GYM, TENNIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment. Walk out of the front door of this fantastic condo, grab your beach gear and take a short walk and you'll hit the beach ...
Property Type
Siesta Key Condo
Featured review
This was our first time back to Siesta Key in 20 years and we loved this condo! The location is right between the two villages, so super easy to grab a trolly to dine or shop. The beach is a pretty short ...
Key Amenities
About this property
This magnificent unit is on the third floor with spectacular unobstructed views of the Gulf! This unit has been completely renovated with beautiful natural stone tile throughout, updated kitchen and bathroom and brand new furniture, coastal pictures, decorative accessories, bedding, new paint throughout. ...
Property Type
Siesta Key Condo
Featured review
Location was amazing - views spectacular, nothing separating us from the beautiful gulf. Condo - was missing nothing and needed nothing additional. Clean. Stocked. Convenient. Comfortable. Owners - ...
Key Amenities
About this property
Comfortable and peaceful home with private saltwater pool and hot tub, 1.4 miles from the beach; 1 mile to the village. I have beach gear. Plenty of chairs, an umbrella, towels and coolers. Beautiful private back yard with grill and smoker in quiet neighborhood. Very comfortable and peaceful retreat. ...
Property Type
Siesta Key House
Key Amenities
About this property
My ground floor rental is directly on the beach on the Gulf of Mexico, with incredible views and sunsets! The lanai has a back door directly out to the Beach. The front of my unit faces the Lagoon where we have a FREE DOCK for your boat or other water craft. (So you have water views in both directions)! ...
Property Type
Siesta Key Condo
Featured review
This unit offers an amazing view of the ocean and sunsets. Perfect get away spot, great location, clean and has everything you need to enjoy your stay. We will be back in 2014!
Key Amenities
About this property
This colorful custom2rd floor unit has a commanding view of the Gulf of mexico. This special unit has been decorated by a pro, and shows it! unit, perfect for people who can take excellent care of things and appreciate the fine nature of this unit. From the modern kitchen, you will enjoy Siesta ...
Property Type
Siesta Key Condo
Featured review
Fisherman's cove is the ultimate spot for a peaceful getaway. Your host Carrie is a wonderful, warm and thoughtful person. You won't find anyone better. Her condo Is perfectly located on the corner of the ...
Distance to beach: 950 feet to Crescent Beach
Key Amenities
About this property
Direct-with-Owner Rental Discounts: Midnight Cove #714 offers "All-In Price" 10% to 25% Discounted Rental Rates from $946 to $2,488 /Wk Depending on the Season ($150 departure cleaning extra - $400.00 refundable security deposit required) & SAVINGS from $163 to $621 /Wk from the listed ...
Property Type
Siesta Key Condo
Featured review
Midnight Cove has all the amenities for a great getaway on Siesta Key. The complex has great beach access, beach chairs with attendant on the beach, nice pool ,fitness center and two BBQ grill areas. The ...
Key Amenities
About this property
Very private - empty lot across the canal and fenced in. Walk to the islands best restaurants, bars, shops and ice cream parlors. The beach is a short stroll (8 min), use free golf cart taxi or ride provided bikes with tow behind cart! Siesta is well known for its #1 beach in the USA!
Property Type
Siesta Key House
Key Amenities
About this property
Located in beautiful Siesta Key, Fl. this bayside condo is full of amenities needed for a relaxing beach vacation. Two tennis courts with Pickleball available, two heated pools, covered private parking, outdoor gas grills, boat docks, outdoor bathrooms within this private, gated community. Walk to ...
Property Type
Siesta Key Condo
Key Amenities
About this property
This updated Villa is on the beach side of Siesta Key, with private beach!!! Newly renovated private villa! Beautiful brand new kitchen with quartz countertops and stainless steel appliances. All new flooring through out and newly decorated! Be one of the first guests in this newly renovated clean ...
Property Type
Siesta Key Villa
Featured review
I would highly recommend renting through Ruth. Her villa was in the perfect location, with great beach access and it was newly renovated! Ruth was easily accessible and answered every question I had. The ...
Key Amenities
About this property
Summer Cove on Siesta Key is life at its finest. This gated community on Little Sarasota Bay offers a spacious 2 bedroom, 2 1/2 bath unit of luxury with the sophistication and conveniences of the finest resort located on the Key within minutes to the #1 beach in the US - Siesta Key Beach. The unit is ...
Property Type
Siesta Key Condo
Key Amenities
About this property
This 5th floor two bedroom, two bath condo is totally and completely renovated. Be one of the first guests to stay in this beautifully renovated condo. New tile throughout. There are two bedroom suites with private baths. Each bedroom has new slider doors that open to screened in lanai with beautiful ...
Property Type
Siesta Key Condo
Featured review
We had a really nice week in this condo just steps to the beach. The powdery white sand never gets hot.The condo has all of the essentials and more. Very comfortable. And there’s a nice pool if want to ...
Distance to beach: 0.1 miles to Siesta Key
Key Amenities
About this property
Fully renovated penthouse unit! This property seamlessly melds state of the art amenities with casual beachfront living with privacy. Step off of the sugary sands of Siesta Key Beach and right in to this beautifully renovated beachfront condominium with surprisingly expansive gulf views. Sea and sky ...
Property Type
Siesta Key Condo
Featured review
I think this is what Heaven must be like.. Our stay here was wonderful! This is a beautifully renovated, clean, and comfortable unit. It is the whole top floor of a two unit building (no elevator; 27 steps ...
Distance to beach: 1 miles to Crescent Beach
Key Amenities
About this property
NEW ON SIESTA KEY RENTAL!! Completely renovated First floor Condo. Two bedrooms 2 baths - very close to the pool. Master bedroom has a King bed with on-suite bathroom and walk-in closet. Second bedroom has a Queen bed and twin bunk beds. Fully equipped kitchen with state-of-the art appliances. ...
Property Type
Siesta Key Condo
Featured review
This condo was phenomenal! It was beautiful, extremely clean, had everything you would need if you cooked a lot, plenty of beach equipment, even a collapsible wagon for the beach. It was great having the ...
Key Amenities
About this property
Our condominium is in the beautiful, gated complex of Gulf and Bay Club on Siesta key Beach, one of the top beaches in America! It has a very large kitchen, 2 King bedrooms and 2 bathrooms. It has been updated with a new King bed and gel mattress, updated bathrooms, new kitchen quartz counter tops and ...
Property Type
Siesta Key Condo
Key Amenities
About this property
Our little piece of paradise is a one bedroom condominium ideal for couples or young families. We are located at 73 Avenida Messina in unit #7 on the ground floor of the Gulf Holiday Apartments. We are 300 ft. from the Gulf of Mexico and about a five minute walk from the village - known for its shops, ...
Property Type
Siesta Key Condo
Featured review
We enjoyed staying in Condo #6 for two nights before Hurricane Helene arrived. We evacuated and weren’t able to return. We hope to stay here again in the future. We have stayed in these condos for ...
Key Amenities
About this property
Fisherman's Cove Condominiums have the best Location on Siesta Key! It is surrounded by water with the Gulf of Mexico on the west side and a private lagoon that leads to the inter-coastal waterway (ICW) on the east side. Swim, surf, boat, kayak, paddle board, fish, gather sea shells and shark’s ...
Property Type
Siesta Key Condo
Distance to beach: 100 yards to Crescent Beach
Key Amenities
About this property
Simply relaxing one bedroom condo with a king bed facing the pool area and just a few steps to the private entrance to" Siesta Key #1 beach" white quartz sand beach . Additionally a Lazyboy queen memory foam sofa sleeper for separate sleeping area if needed Unit includes a full kitchen for ...
Property Type
Siesta Key Condo
Featured review
Great people. Great weather. Great beach access, loved the sunsets. TV had no directions on how to navigate. Loved being close to Captain Curt’s restaurant. Loved the Old Florida charm.
Key Amenities
About this property
Great house on Siesta key with pool and kanal. You can do fishing on the backside or have a jetski, boat there. Sometime you can see seacows on the kanal. 3 bedroom with 3 bath and a nice heated pool tp play in. Nice and quiet place it is, and so close to the Village and beach. Enjoy the place.
Property Type
Siesta Key House
Featured review
Located close to the village and within walking distance of the beach. Plenty of room for families and amenities which included bikes for all ages. The pool is heated and such a great perk!
Distance to beach: 800 feet to Siesta Key Beach
Key Amenities
About this property
Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master ...
Property Type
Siesta Key Condo
Key Amenities
About this property
Located on siesta Key in Sarasota, FL. The Palm Bay Club has two heated pools both Bayside and Gulfside. A private marina, dock, spa, tennis courts, fitness rooms and is located on Crescent Beach voted number one beach USA 2014 Sarasota is located approximately 40 minutes South of Tampa. 1 1/2 hour ...
Property Type
Siesta Key Condo
Featured review
Spacious, very clean, comfortable, and a very competitive price for what you are getting, would definitely stay here again
