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Beach condo vacation rentals in Siesta Key

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Popular amenities for Siesta Key beach condo rentals

Beachfront condo rentals

Guest favorite
A bright living area features large floor-to-ceiling windows that allow natural light to fill the space. A light-colored sectional sofa and a modern coffee table are present, along with a floor lamp. A balcony is visible in the background, showcasing views of greenery.
Condo in Siesta Key
4.91 out of 5 average rating, 33 reviews

Beach Haven on Siesta Key Beach

SteveRating, 5 stars2 weeks ago
Loved the location, as it was our 1st time in Siesta Key and it’s directly across from Siesta Key Beach. The 2 porches were great with the one getting the morning sun, we did not mind not being able to see the sunset from the room because it was so great from the beach! The local shuttle system to go to the village restaurants/bars was a big plus! We would stay here again and had excellent communication with the owner!
Guest favorite
Condo in Siesta Key
4.92 out of 5 average rating, 39 reviews

Spectacular Siesta Key Beachfront Condo

JimRating, 5 stars1 month ago
Great location, Jim’s unit is clean & well-kept as is the resort grounds & public areas. Staff in the office and outdoor maintenance workers are very friendly and personable. Jim replied quickly to our emails and was extremely helpful and accommodating to our requests for early deliveries. Definitely recommend renting his unit!
Guest favorite
A private balcony is shown, featuring a round table and four light blue chairs. A bottle of champagne is positioned on the table, while a serene water view is visible in the background, with clear skies and scattered clouds enhancing the scene.
Condo in Isla del Sol
4.97 out of 5 average rating, 67 reviews

Beautiful waterfront condo at St. Petersburg Beach

RandyRating, 5 stars3 months ago
What a beautiful home! We stayed Nov 15-23, 2024. Peaceful, serene, quiet location on Isla del Sol. We so enjoyed sitting on the balcony morning and evening, watching the birds, dolphins and boats in the bay, as well as the beautiful sunsets. The interior of this condominium is beautifully furnished and decorated, bed very comfortable, kitchen well equipped. We spent our time between Pass a Grille, Upham Beach Park and the Waterfront in downtown St. Petersburg. We have been blessed with the opportunity to stay at 5 - 6 AirBNB properties in years past; this one is our favorite. Thank you Sol and Joy for your kindness and help. Lord willing, we look forward to returning next fall.
Guest favorite
A serene waterfront area is depicted, featuring a wooden pergola adjacent to still waters. A long table built from timber is visible along the shore, with a single round table and a chair nearby. Palm trees and small boats are observed in the background.
Condo in Siesta Key
4.83 out of 5 average rating, 219 reviews

No Damage: Cozy 1BR Beach Condo on Siesta Key!

DebbieRating, 5 stars2 weeks ago
We enjoyed our getaway at William's condo. It was very clean throughout the entire space - cabinets, drawers, floors. The kitchen had absolutely everything we needed, though we did limit our cooking primarily to breakfast. It was nice to have a complete set of dishes and utensils and the necessary supplies for tidying up. We enjoyed the pool area and the pier and saw several dolphins in the early evening which was a real treat!
Guest favorite
A spacious private balcony provides an unobstructed view of the Gulf of Mexico. Comfortable outdoor seating faces the beach, while lush greenery and palm trees enhance the coastal scenery. The bright blue waters reflect clear skies, creating a serene atmosphere for relaxation.
Condo in Longboat Key
4.87 out of 5 average rating, 90 reviews

Best views of the beach from your balcony Unit 301

MollyRating, 5 stars2 months ago
Great place! Love the area. Big and spacious. Very clean as well! Looks bigger in person than the photos
Superhost
A spacious balcony offers a direct view of St. Pete Beach, showcasing white sand and the Gulf. Two lounge chairs are positioned for relaxation, and lush greenery is visible below, along with a glimpse of the resort's pool area in the foreground.
Condo in Saint Pete Beach
4.83 out of 5 average rating, 109 reviews

1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo

krisRating, 5 stars2 weeks ago
Place was great. Can not think of a better view from here. Sunsets awesome and the perfect balcony to watch. Very easy to get to beach. Cody was very helpful and made suggestions for places to eat and shop. Responded well and very fast to questions.
Superhost
An aerial view captures the beachfront property, featuring a parking lot adjacent to the building. Sandy shores and gentle waves are visible in the background, alongside palm trees that provide a touch of greenery. Nearby structures and a pool can also be seen.
Condo in Bradenton Beach
4.6 out of 5 average rating, 10 reviews

Beachfront 2/1- Amazing New Remodel-On the sand!

PamelaRating, 5 stars24 months ago
Jeffrey’s place was a beautiful beach front property. His place felt like home and had great accommodations. He was very responsive and wanted to make sure everything was good! I definitely recommend and will go back to this place! Thanks Jeffrey!
Superhost
The exterior of a one-bedroom condo is displayed, featuring a welcoming white door, framed by green shrubbery. Palm trees are positioned nearby, with a view of the Gulf visible in the background. The pathway leads toward a patio area with sitting arrangements.
Condo in Nokomis
4.67 out of 5 average rating, 39 reviews

Beachfront Condo on Casey Key with great view!

VickieRating, 5 stars3 weeks ago
This was our second year to stay in the same unit in Casey Key. We had the same issues with the TV and lights as we did the previous year. Due to that nothing was done, we did bring it up. Natalie acknowledged the issue and was able to secure a small refund. We plan to visit again next year. We love the unit and the area! It was nice to meet our hosts and engage in conversation.

Beach condo rentals with a pool

Guest favorite
An aerial view showcases the property surrounded by lush greenery, highlighting the saltwater pool as a central feature. The landscape reveals the residential neighborhood and nearby waterways, providing a sense of spaciousness and proximity to nature.
Condo in Bradenton
5 out of 5 average rating, 10 reviews

Tropical Haven *A

CarrieRating, 5 stars3 months ago
The host was not responsive during our stay but overall the condo and outside amenities ie pool and yard were well taken care of and had all the extras that were needed to make the stay very enjoyable. The streets were still being cleaned up from the hurricanes but this property has been cleaned inside and out and is very relaxing oasis
Guest favorite
The living area is furnished with a sectional sofa and two armchairs, complemented by a round coffee table. A television is mounted on the wall, and decorative elements include a stylish rug and light fixtures. Natural light enters through shuttered windows.
Condo in Sarasota
4.89 out of 5 average rating, 53 reviews

Siesta Key Condo, Heated Pool, Newly Renovated

MattRating, 5 stars1 month ago
My family had a great stay at the Sanctuary. The place was cozy and looked just like the pictures. The location was great and within easy walking distance of several restaurants and the beach. I enjoyed walking to a nearby coffee shop every morning to start my day. Jessica was always responsive and provided detailed information. Great host! We had a great vacation and we felt very comfortable during our stay. Would definitely recommend.
Guest favorite
Condo in Holmes Beach
4.87 out of 5 average rating, 119 reviews

Steps from the beach

KelliRating, 5 stars1 week ago
Monika’s place is a well kept, updated condo, with access to a lovely pool. Easy to find, a quick walk to Publix grocery and restaurants. The small balcony off the main bedroom is perfect for morning reading. 270 steps to the beach, 450 steps to the water. We used 38th Street to cross the busier road to get to a less crowded area of the beach. The beach was beautiful, didn’t see evidence of hurricanes. Beach in February was not crowded. There are three other condos in the building. The neighbors were quiet and kind.
Superhost
Condo in Isla del Sol
5 out of 5 average rating, 3 reviews

2BD/2BA Condo w/ Beach Access & Pool Isla del Sol

JenaRating, 5 stars2 months ago
We stayed for almost a month at this property and had a great experience with the owners and condo. The kitchen is excellent and has everything you could need for your stay. There is even a crock pot. Plenty of pans, utensils, casserole dishes, etc. We cooked our Thanksgiving meal and there was a potato peeler. The owners have thought of everything to make the stay comfortable with large king size in the primary bedroom, plenty of towels, seating, etc. Although on the golf course, it was private and quiet, safe and very clean. Good places to eat nearby. The second bedroom is best for children as the beds are smaller, Murphy beds that are not traditional twins. We would stay again and having been displaced from a recent hurricane found it to be a home away from home with proactive property managers that look to make. your stay welcoming.
Guest favorite
A welcoming living area features two comfortable sofas adorned with striped cushions. A light wooden coffee table sits in the center, complemented by nautical-themed decor on the nearby walls. Natural light fills the space through large windows, enhancing the inviting atmosphere.
Condo in Siesta Key
4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

CoryRating, 5 stars6 months ago
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.
Guest favorite
Aerial view captures a sandy beach curving along the water, dotted with tiki huts under clear blue skies. The green lawn leads to the water's edge, providing a seamless transition from the building to the beachfront.
Condo in Isla del Sol
5 out of 5 average rating, 38 reviews

Beautiful ground floor condo - stunning waterviews

MicheleRating, 5 stars7 months ago
My family and I had a wonderful time! Melinda’s place was very clean, beautiful views and close to the beach. Can’t wait to come back!
Guest favorite
Aerial view shows a cluster of modern buildings with blue roofs positioned along the water’s edge. Lush green lawns and palm trees line the shore, leading to a calm river. In the distance, other buildings are visible along the waterfront.
Condo in Port Charlotte
4.94 out of 5 average rating, 16 reviews

River View/Screen Lanai/Heated Pool/Fishing Pier

JaclynRating, 5 stars2 weeks ago
If you are looking for a quiet neighborhood with a peaceful relaxed vibe and a gorgeous pool, this is it. The condo was spotless, the kitchen well-stocked, plenty of towels and paper products, and very friendly neighbours! The view of the water sunrises and sunsets made every day gorgeous. Highly recommend and will definitely stay again.
Superhost
Condo in Bradenton
5 out of 5 average rating, 3 reviews

3/3 condo with Pool - 2 miles to beach

KristenRating, 5 stars3 weeks ago
We own a home on Anna Maria Island and we were unable to stay there this winter due to the damage incurred from Hurricane Helene. I was very particular about where I wanted to stay while our home was being restored. Based on the pictures and description of this condo I took a chance and rented it for the month of January. We absolutely loved it! It was exactly as the photos showed and even better because it has all of the appliances, dishware, utensils that you would have in your own home. The walking paths around the facility were safe and well maintained around a lake with many beautiful birds and landscaping. The only downside to our trip was that we had to leave because they had a new tenant checking in. Otherwise we would have booked it for another month or two! We would give this property more than 5 stars if we were able to!

Pet-friendly beach condo rentals

Superhost
An aerial view captures a cluster of homes adjacent to a serene beach, with the shimmering Gulf waters in the background. Nearby amenities include a private pool and tennis courts, providing a balanced atmosphere of relaxation and recreation.
Condo in Longboat Key
4.93 out of 5 average rating, 41 reviews

Spacious 2 bedroom Longboat Key Condo

MeganRating, 5 stars6 months ago
This is a wonderful place! Matt and Nicole are gracious and responsive hosts. The home is peaceful and beautiful and so close to the beach. We loved it!
Guest favorite
Condo in Sarasota
5 out of 5 average rating, 12 reviews

The Strand, Luxury Condo, Breathtaking Water Views

GabrielaRating, 5 stars8 months ago
Michele’s place and her hospitality were awesome. Nice view from the balcony to a canal to the gulf, kitchen very well equipped, excellent condo gym and very nice pool. She provides the unit with convenient groceries/ cleaning staff that makes you feel as if you were at home from the beginning. She is always attentive and responsive. We will surely go back someday!
Guest favorite
Condo in Indian Beach-Sapphire Shores
5 out of 5 average rating, 30 reviews

Paradise On The Water. Luxury condo w/ ocean views

DebRating, 5 stars1 month ago
Absolutely loved the condo… the patio views and sunsets, the location (a mile or so from downtown and great parks) the walkable area to the best margaritas and good food at Wicked Cantina! We will definitely stay here again!
Guest favorite
Condo in Bradenton
4.98 out of 5 average rating, 165 reviews

Luxury 3/3 Margaritaville Resort

AmyRating, 5 stars2 months ago
We struggled some with getting into the place. Part of that was a long day of travel, but we circled for awhile. The place wasn’t cleaned well when we got there but David quickly responded on that and sent cleaning crew back in. The space was great for our group and a wonderful location. The elevator stopped working on our last day so had to carry all our luggage down from the 3rd floor, but that was no fault of the owner. Overall great stay, just some minor bumps that were quickly addressed.
Condo in Bradenton Beach
4.67 out of 5 average rating, 3 reviews

Runaway Bay 208

SamanthaRating, 5 stars7 months ago
The place was great! Very comfy. The best part was the it had a pool and direct beach access. Not to mention she had a lot of great beach/pool items in the condo that we could use!
Guest favorite
A light-filled living area features a comfortable sofa and a patterned armchair, complemented by a round coffee table. A television is mounted on the wall, with a shelf displaying decorative items. Sliding glass doors lead to an outdoor space, enhancing the openness.
Condo in Venice
4.98 out of 5 average rating, 41 reviews

Beach condo 5 Close to dntwn King bed Dog Friendly

BenjaminRating, 5 stars1 month ago
My wife and I had a fantastic stay. 5 star all around. A big thank you very much to our hosts. We will be back.
Guest favorite
Condo in Bradenton Beach
4.92 out of 5 average rating, 25 reviews

Anna Maria Beach Condo - 2Bedroom/2bath - Sleeps 6

Brett MichaelRating, 5 stars3 months ago
Despite the recent storms, this was a beautiful place to stay and such a perfect location for the beach. Vince was very responsive and promptly answered any questions we had. The place was clean and very warmly decorated. It was great to have such an equipped kitchen as well. We would definitely stay again!
Guest favorite
Condo in Port Charlotte
5 out of 5 average rating, 12 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

JudyRating, 5 stars2 months ago
Overall, great place to stay! Unit was exactly as advertised and depicted in photos. Fully stocked with essentials and much more, which made our stay even easier. Comfortable layout and furnishings. We experienced airline travel delays, which resulted in arriving much later than expected. We alerted Di of our delay, and she quickly responded that the unit was ready for us whenever we arrived. Our check-in to the unit was easy. In case you arrive after dark, it is helpful to note that the buildings are designated A-D and unit numbers follow with building "A" being 100's, "B" being 200's and so on. The pool was unexpectedly closed for our stay but was due to storm related repairs. Di is an amazing host and very responsive.

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