Vacation rentals with outdoor seating in Siesta Beach

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Popular amenities for Siesta Beach outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A private deck features a wooden floor with a small white table surrounded by four blue chairs. A door leads into the home, and a window offers sunlight to the space, enhancing opportunities for relaxation outdoors.
Home in Nokomis
4.93 out of 5 average rating, 27 reviews

Last minute May ,house 2 Mil beach .Pets welcome

CheyenneRating, 5 stars1 month ago
Wojciech was a great host - let us drop groceries off and check in early! The house was a 10 min drive to everything we had planned. We appreciated all of the beach amenities!
Superhost
A serene saltwater pool features a calming waterfall cascading over a textured blue-tiled wall. The sparkling water creates gentle ripples, while lush greenery surrounding the area enhances the tranquil setting.
Home in Bradenton
4.79 out of 5 average rating, 165 reviews

Hot tub/Pool! Pet friendly (for fee) Fenced yard

MelanieRating, 5 stars2 weeks ago
My family and I had a great stay during our spring break. We had our 3 kids (ages 2, 7, and 12) and they absolutely loved the pool and hot tub. The house was very clean and the beds were comfortable. Several beaches nearby on Anna Maria Island. We will definitely be back and our kids already want us to plan our next vacay here. Thanks Jen and Brittany 💕
Guest favorite
A spacious living area is furnished with a dark sectional sofa and a wooden coffee table, adorned with a floral arrangement. Light streams through large windows, brightening the neutral-toned walls and tiled flooring. A dining area with metal chairs is visible in the background.
Home in Sarasota
4.85 out of 5 average rating, 101 reviews

Private back yard. Southgate. 2 bedroom, 2 bath.

CharmianRating, 5 stars4 months ago
We had a wonderful stay at Evona’s house. It was so comfortable & nicely furnished with everything you could need for a relaxing stay. Super comfortable bed & sofa. Kitchen was great - spacious & well equipped. Especially appreciated the kettle being British! Loved the secluded garden & we had our thanksgiving dinner out there. The street was so quiet & next to the house was a pretty walkway which you could take - 10 mins walk to Aldi (supermarket) & the French bakery (highly recommended). Can’t say much about restaurants as we ate in most evenings but downtown is only a short ride away with lots of places to eat. Not a long drive to both Siesta & Lido beaches & Arlington park with its huge swimming pool is a very short drive or 20 mins walk away. We would love to return for thanksgiving next year.
Superhost
An outdoor fire pit area is surrounded by multiple gray chairs, inviting gatherings. The landscape features grassy areas and a backdrop of a screened lanai and the house. Palm trees are visible in the distance against a partly cloudy blue sky.
Home in Sarasota
5 out of 5 average rating, 4 reviews

Red Door Siesta: Sleeps 10, 7 min to Siesta Key!

JohnRating, 5 stars2 weeks ago
Kathleen thought about everything! She went above and beyond to make sure we had everything we could possibly need during our stay. The property is recently renovated so a lot of things were new. The location was great and the house is located in a nice, quiet neighborhood. One thing to note is that one room has thick curtains instead of a door. It wasn’t a problem for us, but just mentioning it so people are aware. Would definitely consider booking Red Door Siesta again!
Top guest favorite
A heated pool is surrounded by tropical plants and lounge chairs, providing a serene setting. Soft lighting creates a relaxing atmosphere as evening approaches. A pergola stands nearby, enhancing the outdoor space.
Home in Anna Maria
5 out of 5 average rating, 10 reviews

The Toasty Coconut

GaryRating, 5 stars1 week ago
This home is perfectly located for all beach and ocean activity. It was extremely convenient to our activities. It is located in a quiet neighborhood and yet an easy walk to many activities, restaurants, shopping. The interior of the home has been freshly done and was easy to use. The pool was especially perfect for our family’s use. It was a delightful home in all regards.
Guest favorite
A screened lanai encloses a saltwater pool, surrounded by well-maintained landscaping. Lush greenery lines the perimeter, while sunlight filters through the trees, creating a relaxing outdoor space. The structure comprises a combination of stone and glass, ensuring a connection to the natural surroundings.
Home in Sarasota
4.94 out of 5 average rating, 98 reviews

Beautiful heated pool home, minutes from beaches

KatarzynaRating, 5 stars3 weeks ago
Great host and house. We enjoyed the layout of the house, awesome kitchen but the most we enjoyed the outside space and pool. Very nice neighborhood for walks in the morning. Easy drive to beaches, quick drive to grocery stores and restaurants.
Guest favorite
A spacious living area features a ceiling fan and large skylights that enhance natural light. Soft-colored walls complement the cozy seating arrangement, which includes a blue sofa and light armchairs. A coffee table sits center stage, while sliding doors provide an inviting view of the outdoor pool.
Home in Bradenton
5 out of 5 average rating, 6 reviews

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ

MichaelRating, 5 stars3 weeks ago
Beautiful home, very clean, and very nicely decorated with all the modern amenities. The neighbourhood was great too, close to shopping and restaurants. The host was really welcoming and responsive. Overall super happy with our stay! Thank you!
Top guest favorite
A tranquil pool area is enclosed by a screened lanai, featuring a vibrant mural depicting a sunset over the beach. Large sliding doors lead to the interior, while lush vegetation frames the scene, enhancing the coastal atmosphere.
Home in Sarasota
5 out of 5 average rating, 14 reviews

Pura Vida Near SK

HeatherRating, 5 stars2 weeks ago
We had a great stay in Sarasota. Chris’ home was clean and spacious with an ideal layout. Kitchen was recently redone and opened beautifully to living area. I enjoyed having coffee by the pool in the morning. The location was convenient and just a 12 minute drive to Siesta key. Very happy with everything we got for a fair price.

Apartment rentals with outdoor seating

Guest favorite
The living room features a neutral color palette, with a sofa and two armchairs arranged around a low coffee table. An accent wall in warm orange adds vibrancy. A large wall-mounted TV is positioned opposite the seating, and decorative art pieces accentuate the space.
Apartment in Sarasota
4.97 out of 5 average rating, 32 reviews

Spacious 1 Bedroom 2nd Floor Apartment with Deck

StephenRating, 5 stars1 month ago
We had a great stay at the Funky Flamingo. There were three in our group and it is a good size for three people. The bed and sofa bed are both extremely comfortable and despite the proximity to the airport we did not hear any noise from the planes. Moreover, the appartment is on a quiet cul de sac. Denise and Dean were very friendly and provided lots of useful information for finding the place. I especially appreciated the "Birds of Florida" book. All in all this is a very convenient place to stay and is comfortable and perfect for three people.
Guest favorite
A dining table showcases a glass top with intricately woven placemats. Each setting features decorative plates and neatly folded napkins secured with decorative rings. Sheer curtains frame the window, offering glimpses of lush palm trees outside.
Apartment in Bradenton Beach
4.88 out of 5 average rating, 218 reviews

Las Palmas Beach Rentals Unit 1

KristalRating, 5 stars1 month ago
We loved our stay here.
Superhost
A modern living area is shown, featuring a sleek gray sofa and a round coffee table centered on a vibrant area rug. Natural light enters through a large window, complemented by a floor lamp and a decorative plant. A mirror adds to the room's depth.
Apartment in Sarasota
4.78 out of 5 average rating, 123 reviews

Downtown Apt w/ pool, gym & co-work.

MarkRating, 5 stars4 weeks ago
This was our second stay at Jesse’s place and it was wonderful again. The location is great. The property was very clean and comfortable. The third floor has easy access to the gym and pool. We don’t need a car when we visit. Whole Foods is two blocks away as is the free trolley to the beach. There are plenty of shops and restaurants just a few blocks away. We highly recommend.
Guest favorite
A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.
Apartment in Sarasota
4.88 out of 5 average rating, 155 reviews

Pets friendly modern studio 5 mi to Siesta Key

KristinRating, 5 stars2 weeks ago
Good location and host was accommodating.
Guest favorite
A private entrance is framed by a sleek plant and modern features. The entrance door is flanked by a wall light and a smooth concrete pathway, complemented by potted plants that enhance the outdoor space.
Apartment in Sarasota
4.97 out of 5 average rating, 171 reviews

Gillespie On The Park, Walk to Downtown

ShellyRating, 5 stars3 weeks ago
Dan and Charles place was perfect in every way! We cannot say enough about their place and them! Location couldn’t have been any better. We’ve been coming to Sarasota for 3 years now and this place was at the top of our list.Don't hesitate, book it now!
Top guest favorite
A cozy living area is highlighted by a gray sofa adorned with bright orange throw pillows. Light wooden flooring complements a patterned area rug. Natural light filters through multiple windows, and a small fan is mounted on the ceiling. A coffee table sits at the center, surrounded by inviting decor.
Apartment in Sarasota
4.98 out of 5 average rating, 123 reviews

Only a Foot of Sunshine Here!

CynthiaRating, 5 stars3 weeks ago
We loved staying in Peter and Pearl's unique and artsy home! They have thought of everything anyone could possibly need for a short or extended stay in one of our favorite places - Sarasota. Their home exceeds above and beyond all expectations of what an Airbnb/VRBO should be. My husband and I would definitely stay here again!
Guest favorite
A spacious living area features a comfortable sectional sofa with decorative cushions and two patterned armchairs. A glass coffee table is positioned in the center. Light streams through windows, highlighting a colorful abstract painting on the wall.
Apartment in Siesta Key
4.85 out of 5 average rating, 186 reviews

"Safe & Clean" - Key West Suite - Siesta Key Beach

JozlynRating, 5 stars2 weeks ago
My family enjoyed a week long Spring Break trip and felt very comfortable with the location primarily. This is our fourth year at Siesta Key and it is a safe and family friendly environment. I feel secure in allowing the kids to walk to the village and they know their way around as well. The beach is right across the street which is wonderful. The pool was private and not overly crowded with other guests. The den that is converted to the third bedroom is not very private, however we brought an extension curtain rod and long black out curtains to close off the room. It worked perfectly. My biggest complaint would be the temperature of the condo. The thermostat will not go below 73 degrees and to be honest it tended to get pretty stuffy in the condo. It would have been ideal if the temperature was cooler for our comfort level. Overall, we had a fantastic trip.
Guest favorite
The living room features light-colored walls and a cozy gray sleeper sofa complemented by colorful throw pillows. A coffee table sits in front, with a side table nearby. Double doors lead to the outdoor area, framed by two sets of windows allowing natural light.
Apartment in Bradenton
4.94 out of 5 average rating, 180 reviews

Seahorse Suite Bradenton Hideaway

ZsuzsannaRating, 5 stars6 days ago
The place looks beautiful on the pictures but in reality beautiful as well, which is so sweet surprise. Very privet, cosy, romantic, clean getaway. I will come back and definitely recommend for everyone! Nicely done! The owner was instantly texted me back and answered my phone. After my confirmation confirmed , he called me. My trip was very smooth and relaxed.

Condo rentals with outdoor seating

Top guest favorite
A modern kitchen features white cabinetry and a spacious counter. Stainless steel appliances, including an oven and microwave, are visible. A decorative beach sign adorns the wall, and a bowl of fresh fruit sits on the counter, adding a pop of color to the bright space.
Condo in Siesta Key
4.84 out of 5 average rating, 166 reviews

Best Gulf Coast Condo - rarely available

Matthew PaulRating, 5 stars1 week ago
Our stay was wonderful! This is an old Florida gem! The pool area is so quaint and relaxing. The grassy area and fishing dock is great. The beach access is an easy walk and of course fantastic. It's great that the unit comes with all beaching needs (cart, chairs, towels, games, etc.) for us 'fly in' folks. The unit was very clean and updated. Was sad to see the Hurricane devastation but sure this helped limit the busyness. Maureen is a great host and was always readily available for any questions.
Guest favorite
A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.
Condo in Siesta Key
4.94 out of 5 average rating, 104 reviews

Siesta Key Beach Front Condo

LindaRating, 5 stars6 days ago
We loved the condo! My favorite part was the screened in porch with very comfortable seating, view of the ocean, and a table for card games with grandkids. I would like to definitely rent again when we visit that beautiful area in the future.
Guest favorite
A collage of images showcases the condo's inviting living area, accompanied by a dining space. A bright pool area features lounge chairs next to the water. A hot tub and observation pier offer serene views of the surroundings, complemented by a barbecue grill on the balcony.
Condo in St. Petersburg
4.89 out of 5 average rating, 116 reviews

Waterfront Condo w/ heated pool- near Fort Desoto

MollyRating, 5 stars2 weeks ago
Summer's place was perfect for families. I have three children (8, 6, 3) and they were thrilled with the location. It was the perfect size for us. The closest was stocked with kids toys, games, kids beach gear, even a small folding stroller. The location was perfect and accessible. It is a quieter neighborhood but everyone was polite. The highlight of the trip was seeing a whole pod of manatees off the neighborhood boat dock. Summer was so responsive and helpful, and the location was perfect for us. Highly recommend!
Superhost
A beachfront condominium building is visible on the south end of Siesta Key, surrounded by sandy areas. The structure features multiple large windows, with a mixture of beige and colorful facades reflecting sunlight. The beach and distant coastline are seen in the foreground.
Condo in Sarasota
4.9 out of 5 average rating, 10 reviews

Beachfront - Siesta Key 2 BR walk out to beach

MandiRating, 5 stars7 months ago
great place to stay...room was clean, very short walk to the beach, many items in the room available to use (numerous beach chairs, beach umbrellas, life jackets, ect) would definitely stay again!
Top guest favorite
A serene beach stretches along gentle turquoise waters under a soft blue sky. Fine white sands are scattered with beach loungers and sun umbrellas, while sparse greenery and distant figures enjoying the shore are visible in the background.
Condo in Longboat Key
4.99 out of 5 average rating, 125 reviews

Open Wednesday Night - $165!

DanRating, 5 stars1 week ago
Our family had a blast at this place! The proximity to the beach and the pool is incredible. The full size kitchen allowed us to eat in as much as we wanted, but we also enjoyed some dock side restaurants for dinners. It was a relaxing break for our family. Heidi was an awesome host and made sure that we had everything we needed. She went above and beyond with her responsiveness. We highly recommend this location and this host!
Guest favorite
A bright and spacious living area features a comfortable seating arrangement, with light-colored sofas and a decorative coffee table. The open layout connects to a modern kitchen, showcasing sleek appliances and a dining area for six. Natural light enters through large windows, creating an inviting atmosphere.
Condo in Bradenton
5 out of 5 average rating, 6 reviews

3/3 condo with Pool - 2 miles to beach

DuncanRating, 5 stars3 weeks ago
This is a great place to stay. Spacious, clean, and comfortable. Having 3 bedrooms, 3 bathrooms and laundry in the unit were great for our family of 5. The screened-in outdoor lanai area was a great spot to hang out. The pool was heated and is right in front of the building, so it made it easy to run inside to refill drinks, or grab a snack. Courtney & her team were very responsive and took care of issues proactively. We'd definitely stay here again.
Superhost
A bright living and dining area features a round glass table set for four, cozy seating arrangements with light-colored sofas, and a television. Natural light flows through large sliding glass doors, which lead to a screened lanai overlooking a serene outdoor space.
Condo in Bradenton
4.86 out of 5 average rating, 112 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

LeahRating, 5 stars3 months ago
We are already looking to see when we can come back to Florida and stay in Daniel's rental again! It has everything you need, it is well-kept, and it is close to everything you want/need (the beach, Detwiler's, Publix, stores, restaurants). It is in a safe location. The Shorewalk ammenities (pools and hot tubs) are nice as well. Even though one pool's heater was broken, there was another pool to choose from and two hot tubs. He checked-in with us to make sure check-in went well and to make sure that our stay was going well. Daniel provided thorough instructions and recommendations for everything you could possibly need. He was a great host with a great home away from home!
Guest favorite
The kitchen features modern white cabinetry and stainless steel appliances, including a refrigerator and oven. A large island with a granite countertop is complemented by two black bar stools. Natural light fills the space, highlighting the sleek design and ample counter space.
Condo in Tierra Verde
4.96 out of 5 average rating, 71 reviews

Tierra Verde 2BR Condo, Patio Ocean View, Sleeps 6

MarkRating, 5 stars3 months ago
5 stars does not even begin to describe how good this place was. I never understood hosts going above and beyond before having Suzan as a host. She was absolutely incredible. The beds are all very comfortable and the kitchen is laid out well. The complex is friendly and has plenty of amenities.

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  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Beach
  6. Rentals with outdoor seating