Sitting in the Gulf of Mexico, a short drive from Sarasota, Florida, Siesta Key is a barrier island with superb white-sand beaches and shallow, emerald waters. The small island is full of character and boasts a variety of shopping, dining options, nightlife, and beach resorts. What makes it stand out, however, are its beautiful beaches, with Crescent Beach top of the list. A region loved especially by outdoor and water sports enthusiasts Siesta Key is a fabulous place for boating, kayaking, parasailing, paddleboarding, and spotting dolphins. You can even bring your pets along and stay in one of the pet-friendly Vrbo rentals in the area. Whether you’re looking for complete relaxation in the sun, mastering new water sports, or exploring Florida’s spectacular outdoors, Siesta Key is an excellent choice. Read on to discover the best Vrbo accommodations near Crescent Beach, Siesta Key, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.
1. Beachfront condo with a private balcony (from USD 230)
This beachfront condo is your gateway to a relaxing getaway in Siesta Key, Florida. Its great location pretty much means you’ll have a stunning beach and gulf view straight from your own private balcony. It also means that you’ll be steps away from a lot of beach and gulf activities.
The rental has two bedrooms to sleep up to four people. It also features all the conveniences of home including a fully equipped kitchen, Wi-Fi, air-conditioning, a smart TV, and more.
Top guest reviews
Amenities & Room:
the beds couches and chairs were comfortablecomfortable apartment for a family of 4 in a nice beachfront property with a poolbeautiful view and comfortable unit everything we needed was there including beach umbrellas and sand toys for the kidsCleanliness:
condo well maintained and very cleanthe apartment was very clean and securethe unit was very clean and we were overall pleasednice and clean locationthe condo needs updating but it was very comfortable and cleanHost:
the owner was very responsive to all questions and needsron was very helpfulthe owners were great to work with and provided everything we needed to start our vacationRead more reviewsLocation:
the location is fantasticproperty secure and well maintained convenient locationthis location and price is good for siesta keywe loved being close to everything especially the beachwe enjoyed our stay location was beautiful and safe
2. Family-friendly unit with access to a shared pool (from USD 173)
Make sure you’ll have a relaxing place to stay during your Siesta Key vacation by booking a stay in this condo. It’s just steps away from Crescent Beach, so you’ll have direct access to the Gulf of Mexico and the tons of fun activities it offers. The condo can accommodate up to six guests, great for families. It features a furnished balcony that offers a nice view. Guests can also access the community heated pool, great for a relaxing swim.
Top guest reviews
Amenities & Room:
beds super comfortable new furniture and floors throughoutCleanliness:
the condo was beautiful and cleanthis is a great and clean condo at siesta keyeverything was new and cleanit was very nice clean and great locationgreat location with well decorated very clean condoHost:
the owner was also very helpful with any questions we had after our arrivalthe best of all is sue (the host)the owner sue is very good at communication with any questions prior to travelthe owner was easy to communicate with and the room was just as picturedsue was excellent at providing suggestions for places to eat and was ultra responsive to questions we hadRead more reviewsLocation:
the location was wonderfullocation is great walking distance to great restaurants and barsthis property is in a very good location in proximity to restaurants and storesbeautiful condo and great locationour location couldn't have been more perfect
3. Well-equipped rental with gulf views (from USD 167)
Come and enjoy great views of the Gulf of Mexico right from your own private balcony in this beautiful condo. The place can accommodate a maximum of six guests, which is great for families and small groups of friends. It’s located directly on the world-famous Crescent Beach, which provides you with some of the most amazing gulf and sunset views. The kitchen is equipped with everything you’ll need for easy food preparation. Amenities also include Wi-Fi, a TV, and air-conditioning.
Top guest reviews
Cleanliness:
the condo was clean and well maintainedgreat room to relax clean and kept upalthough the crescent arms condos are a little dated the property is very cleanHost:
the owners left a note telling about some great places to visitRead more reviewsLocation:
love the location with many many restaurants within 10 minutesthe condo is fabulous just a short walk from the room to the beachthis place is perfect for vacation
4. Incredible condo steps from the beach (from USD 229)
This condominium is just steps away from the famous Crescent Beach. It’s in a complex that features nice amenities, which include a swimming pool and Wi-Fi access. The condo unit features two bedrooms that can sleep a maximum of six guests. The open-plan area includes a cozy living room, dining area, and fully equipped kitchen.
Its beachfront location offers a great view of the gulf from its balcony, not to mention it also boasts direct access to lots of beach activities.
5. Crescent Beach condo with access to a heated pool (from USD 171)
Enjoy hotel amenities without the excessive price tag in this wonderful beachfront condominium. It’s right in front of the world-famous beach, which allows you to fully experience what Siesta Key has to offer. The condo complex features a heated pool, which is a great place to just have a relaxing time.
The unit can sleep up to six people and features a private balcony where you can enjoy the most amazing views. Amenities include a fully equipped kitchen for easy cooking.
Top guest reviews
Amenities & Room:
good side view of the ocean from the lanai -good bedding option and super close to the beachCleanliness:
the condo was actually very clean so that wasn’t an issueclean and included all the essentialsnice and clean with everything that you need for a great stayRead more reviewsLocation:
ideal location on the beachgreat location right at beautiful beach awesome sunsets and walking on beacheasy walking to capt curt’s and shoppinglocation is great and the beach is visible from this unit's balcony
6. Coastal haven with a private beach access (from USD 147)
Imagine waking up in a comfortable king-size bed, stepping out on the balcony to watch the docked boats, enjoying the morning coffee on the patio, or starting the day on the fine-sand beach you have private access to. Sounds like a day in paradise? That’s exactly how you’ll feel staying here. To top it all off, guests also have air conditioning, a washer and dryer, cable television, Wi-Fi, a well-appointed kitchen, and access to a gym, tennis courts, and a shared pool.
Top guest reviews
Amenities & Room:
The only thing we noticed was that many of the outlets didnt seem to workKitchen was big and we loved sitting in the terraceThe condo had a fantastic view and we loved the private beach access Would definitely be backWe rode the trolley to downtown siesta key for dinner and walked the beach the next moring thur the access point accros the road from this condoThe condo was very clean and it provided so many things that made our stay that much betterCleanliness:
It was updated and very cleanThe condo was clean and tidy and the views of the cove were stunningHost:
Owner was very responsive to any questions we may have hadWell when traveling to a new unfamiliar location can sometimes be difficult with directionsWe had a wonderful timewell stocked and comfortableThis unit was very nice and clean and once again very detailed oriented on instructions about everything in unit and surrounding areaRead more reviewsLocation:
Not really a complaint just wanted to noteWe loved the walk to the BeachWe LOVE Midnight Cove II - the location is just a quick walk to the beach and easy to hop on/off the trolly to visit the Villagebut it was such a short walk across the streetThe condo itself was just a SHORT SHORT walk to the Siesta Sand and
7. Idyllic rental with a private hot tub (from USD 160)
The most iconic feature of this vacation rental is without a doubt the charming outdoor area. Here, guests can find a lush patio with a stone path leading to the private hot tub, nestled between tropical plants. The indoors are full of character, with tropical furniture, arched ceilings, and a beach-themed kitchen. Some of the amenities available include a stereo system, free Wi-Fi, multiple televisions, air conditioning, and a washer and dryer. Guests also have access to a shared outdoor pool and a fishing pier.
Top guest reviews
Amenities & Room:
Good place accessible to the beachIt has the potential to be great(master bedroom not flushing fully)very nice place somewhat dated and could use new pillowsIt almost feels like a little oasis as you pull off the main road and into this little cluster of homesHost:
The pool the beach and accommodations made for a delightful family holiday We would absolutely visit againJeannette takes pride in her villa and is responsive to any questions or concerns So go aheadI only heard about the walkway to the bay later as we felt so insulatedHot tub was a nice additionetc was very accessibleRead more reviewsLocation:
Great property in a great locationThis house is not a walk to the main downtown areaWe recently stayed at this property and found it to be in a great location if you like the beach and being close to downtown Siesta KeyThere is a pool in the middle of the development a very short walk from the houseThe swimming pool in lovely also
8. Family villa steps from the water (from USD 194)
Ideal for couples or families, this coastal-style villa is steps from the white-sand beach and turquoise waters of the Gulf of Mexico. It features two bedrooms, two bathrooms, a spacious living area, and a well-appointed kitchen. There’s free Wi-Fi throughout the property, flat-screen television, air conditioning, and covered parking. This vacation rental is part of a complex that features two beach cabanas, a game room, a large pool, and a beautiful courtyard. Restaurants, galleries, and shops are nearby.
Top guest reviews
Amenities & Room:
Beds were comfy with plenty of closet and drawer spaceThe kitchen was updated and niceBed pillows need replaced AwfulThe kitchen was well stocked with an abundance of suppliestheir own carport ala 1950's Very quiet and clean villas with updated amenities Beach and weather were perfect Getting around island with a car or eating out was a challenge due to crowdsCleanliness:
The bungalow was clean spacious & quietPerfect amount of space clean and quietNeeds towel racks in master bathHost:
Doug answered questions in a timely matter before we arrivedbeautiful Siesta Key Beach Staff was very professional polite and accommodatingThe property was really nicenot even 1 blk from the beach and cleanIt was great to have the ability to not have to eat out for every mealRead more reviewsLocation:
It was spotless and in a great locationabout 5 min drive to the village and a short walk to the beachIt was close to the beautiful white sandy beachI would highly recommend this villa to anyone visiting Siesta Key Decor has a Florida-vibe which was welcomed after a day at the beach and exploring Siesta Key Village shopsVacationed in Siesta Key during probably one of the busiest spring break weeks ever but staying at the Island House you just didn't feel the crowds Loved being able to park right outside of unit ...
9. Tropical-style rental with pool and spa access (from USD 194)
Families traveling with children, and looking for a relaxing vacation should look no further. This vacation rental is part of a resort, so it offers guests access to an outdoor pool, a spa, picnic, and barbecue areas, and it is steps from the beach. Indoors, guests will find free Wi-Fi, flat-screen television, a DVD player, air conditioning, and a well-appointed kitchen with modern appliances, cookware, a coffeemaker, a toaster, and a blender.
Top guest reviews
Amenities & Room:
No beach view or pool viewThe master bed needs to be replacedThe linens and pillows need to be replaced with new better quality itemsit was a comfortable unitThe pillows in particular were quite oldCleanliness:
The condo was very clean and had everything we neededThe unit was clean and had everything that we neededThe unit itself was extremely adequatespacious clean and well stockedCondo is well appointed and very cleanHost:
Those two pieces of information would have been very helpfulChristina was Extremely responsive to any concerns we hadThe only advice I have is we booked through Vacation Rental Pros and they didn't give us all the information that was neededEverything was great Made wonderful memories with familyWhen we arrived the shower drain was clogged and the shower handle was loose -- both easily fixed but should have been noted and addressed before we arrived All this being said if the mattress w...Read more reviewsLocation:
Loved the condo and reasonably pricedbut we were also too close to the main street on the Key (I'd upgrade to a better unit in the complex next time)Siesta Key Beach is short walk through complex Beautiful groundsIt is close to the pool and the beach not a bad walk at allNever the less we enjoyed our time in this Condo
10. Bright townhouse with a pool (from USD 162)
This bright and spacious townhouse features charming tropical decor and lots of modern amenities, including multiple flat-screen televisions, DVD players, air conditioning, a washer and dryer, and free Wi-Fi. The recently renovated kitchen comes with a dishwasher, a coffeemaker, a microwave, a stove, an oven, a refrigerator, and a toaster. Outdoors, guests will find two patios, a waterfront picnic area with barbecue grill, a lanai, a shared pool, and tennis courts.
White sand and turquoise waters galore
Fine, white-sand beaches? Shallow turquoise waters? Luxury resorts with all sorts of amenities? Sounds pretty dreamy, right? You can find them all in our list of the best Vrbo accommodations near Crescent Beach, Siesta Key, Florida. Or if you’re looking for rentals with a private pool for a dip, Siesta Key has plenty of options for you, too. Check them out and pick the one for you.
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