Holiday rentals with breakfast in Siesta Key

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Popular amenities for Siesta Key Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Guest favourite
Home in Palmetto
4.9 out of 5 average rating, 10 reviews

SeaScape

DestinyRating, 5 stars1 month ago
We stayed here for a week and had an amazing experience. Everyone of the other tenants at this resort were super friendly and welcoming. Some were locals that gave us awesome recommendations. The clubhouse itself was clean and well maintained, we only used the pool and hot tub and it was never too crowded when we went. The house itself was super clean and organized, also convenient to many great restaurants and activities. The house was even stocked with beach chairs, towels, and an umbrella, which was a nice surprise. If you plan on cooking, the kitchen was stocked with dinnerware, cookware, utensils, and everything you would need. I highly recommend this house and resort! We will stay here again if we travel back to this area.
Top Guest favourite
Home in Bradenton
4.96 out of 5 average rating, 84 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

ErikaRating, 5 stars3 weeks ago
Stop what you are doing and BOOK THIS PLACE!! Clean and spacious home ✔️ Fully stocked kitchen (pots, pans, glasses, condiments, spices, etc) ✔️ Tons of amenities like hot tub, fire pit, egg chairs, hibachi grill, golfing area, etc ✔️ All the beach equipment that you need (chairs, tent, snorkel, masks) ✔️ PLUS the best Host who was always quick to respond to any questions and even installed a new thermostat while we were there because the old one was messing up the temp and we like a cool 70 degrees at home ✔️ And if that wasn’t amazing enough, the host also took us on TWO BOAT TRIPS!!! All we paid for was the gas and any drinks or snacks that we wanted to bring (plus a tip since the boat tours were the highlight of the trip). Vlad knew all the best spots for private island time, snorkeling, and dolphin watching!! In all honesty I spent a fair amount of time trying to decide if I wanted to write an accurate review or gatekeep this hidden gem… I decided not to gatekeep.
Top Guest favourite
Home in Bradenton
5 out of 5 average rating, 22 reviews

A Piece Of Sunshine to Enjoy!

VickyRating, 5 stars2 months ago
We stayed 7 weeks and felt right at home from the minute we opened the front door. Communication was immediate and courteous. And we texted even before our arrival, so NO surprises. Very well stocked (towels etc) with plenty of starter supplies. Both bathes stocked (shampoo, conditioners & body wash). Laundry products, t-paper, after sun, band-aids, 1st aid etc. Nice blender that I used daily for my smoothies. Beds and furniture very comfortable and clean. Best home away from home for us! Thanks again Nestor & Ruby, you guys were the perfect blend of helpful, supportive and non-evasive Hosts!❤️ Vicky & Leon from N.B. Canada. Your kind & generous accommodations were respectfully appreciated. Thank you.🫶🏻
Guest favourite
Home in Bradenton
4.88 out of 5 average rating, 42 reviews

Palm Oasis—IMG/Pool/SPA/Waffles/Vacation!

JeremyRating, 5 stars3 weeks ago
The place was great the pool was a hit with the kids they used it everyday and multiple times a day! Close to the beaches and Anna Marie bean point is a must visit! Amy was responsive with any issues we had!
Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 45 reviews

The Gecko House

IgorRating, 5 stars2 weeks ago
Great place, super clean and comfortable. The host was helpful and responsive. Would definitely stay again! ⭐️⭐️⭐️⭐️⭐️ Amazing pool ! Great location, close to both beaches ! And the mattress was super comfy 👍🫶
Guest favourite
Home in Bradenton
4.9 out of 5 average rating, 41 reviews

Hot Tub! Arcade EV CH*Pool*Shuffle Brd*3x KING STE

JudyRating, 5 stars2 weeks ago
We were all over the moon about this place! It wasn’t far from the beach and the place already has basically anything you would need for the beach so you really don’t have to bring much for that. The wagon and beach chairs and canopy/umbrella and the toys all came in handy! Plus so many towels available! The pool felt great and the hot tub was a great plus for when it got late and the pool lights were so nice. We loved that we were able to bring our dogs and they also loved it there. Having everything enclosed was nice for that. So many pots and pans and cups and plates and cooking utensils and even seasonings. The beds were comfortable and the place just smelled and looked so clean. The air conditioning works so good we were freezing our first night but so nice with how hot it is outside. We may just have to come back to this place! Bill and Heather were so quick to respond and very friendly. I don’t think you could regret booking this place! Could comfortably fit 9 people
Guest favourite
Home in Sarasota
5 out of 5 average rating, 5 reviews

Beach House Fun: Hot Tub, Bounce House, Grill

JetsabelRating, 5 stars2 weeks ago
Overall, it was an amazing experience ! The housing meet all of my families needs. Really close to the beach. The neighborhood was very nice and quiet, we have no complaints.
Top Guest favourite
Home in Wimauma
5 out of 5 average rating, 18 reviews

the fountain

RondaRating, 5 stars6 days ago
Willman's home was beautiful, clean, spacious, and most of all it felt like home. I felt very safe in this beautiful neighborhood. It was close to the Conference Center where we were attending meetings all week. I really enjoyed the beautiful kitchen where we could prepare our own meals. We have stayed in many homes but "The Fountain" tops them all! The host Willman was very attentive to our needs. You can't go wrong renting this home.

Apartment rentals with breakfast

Guest favourite
Apartment in St. Petersburg
4.84 out of 5 average rating, 77 reviews

Cozy Bay Marina Cottage #1

MarcinRating, 5 stars1 month ago
"Stayed here for a vacation and it was just right. The place was quiet, clean, and felt very private. Check-in was super easy, and I didn’t need to contact the hosts at all, which I appreciated. The AC worked well, and the house, while on the smaller side, had everything we needed. The location was convenient and the neighborhood was absolutely gorgeous—great for morning walks. There were even some basics in the fridge, which was a nice touch. I also liked the subtle marine-themed add-ons throughout the space—they gave it a cozy, coastal vibe. For the price, it was a great stay with no complaints
Apartment in Pass-a-Grille Beach
4.81 out of 5 average rating, 27 reviews

Havana #4 - 2br/1ba with Stunning Gulf Front Views

CurtissRating, 5 stars1 month ago
Great Pass-a-grille location, just steps to beach access and food.
Guest favourite
Apartment in Pass-a-Grille Beach
4.96 out of 5 average rating, 118 reviews

301 See Gulf & Courtyard from Tasteful 2 BR

DanyleRating, 5 stars9 months ago
Our stay here could not have been better, the accommodations were perfect, exactly as advertised. It is absolutely a hidden gem right in the middle of beautiful Pass A Grille! And the on-site Resturant did not disappoint, absolutely amazing food!
Superhost
Apartment in Coquina Key
4.75 out of 5 average rating, 8 reviews

Waterside Vacation Rentals Epic View

SalRating, 5 stars4 months ago
It's a very good house with a breathtaking view, everything is there and the beds are very comfortable, I really liked it, I'm sure you'll stay here again
Superhost
Apartment in Pass-a-Grille Beach
4.83 out of 5 average rating, 52 reviews

303A 1 BR Suite - Overlooks Gulf, Bay, Main St

CaroleRating, 5 stars2 weeks ago
Loved visiting Pass-a-Grille and Maryann’s place! Everyone was so nice and even held a rooftop Happy Hour just for us one night. Great spot to completely relax and enjoy the beautiful beach! See you next time!
Guest favourite
Apartment in Bradenton
4.83 out of 5 average rating, 30 reviews

MyCataleya Beautiful Florida Condo (Bradenton)

SheilaRating, 5 stars3 months ago
We were very pleased with our bradenton florida vacation! Jolien and Tobi made us feel very welcome and we settled right in so easily—comfortable king size bed, washer/dryer, easy sunny kitchen, nice dishwasher, and beach chairs—-(even a fountain view)—truly hated to leave!
Top Guest favourite
Apartment in Pass-a-Grille Beach
4.95 out of 5 average rating, 112 reviews

302 2 BR in Pass a Grille - Gulf & Bay Views

MayaRating, 5 stars1 month ago
We loved staying at Maryann’s place on pass a grille! It was walkable to the beach and other restaurants..as well as easy to get downtown at night. The rooftop has great views, the staff was really accommodating. We will be back!!
Private room in Sarasota
4.87 out of 5 average rating, 47 reviews

Varsity Club's after hours hangout

JohnRating, 5 stars4 months ago
Wonderful host, highly recommend staying here.

Bed and breakfast rentals with breakfast

Private room in Englewood
5 out of 5 average rating, 3 reviews

Boutique Suite The Bridge

KellyRating, 5 stars39 months ago
Amazing extremely clean accommodations! The owners are so Inviting and caring! Breakfast was the best! Seriously worth every $$ spent!
Private room in Englewood
5 out of 5 average rating, 6 reviews

Boutique Suite Windmills

DebiRating, 5 stars27 months ago
Found this wonderful place at a last minute! So wonderful! What a blessing. Place was well thought out, very accommodating for any sort of needs. Very dog friendly. Hosts (as well as other guests) were very sweet and and really enjoyed getting to chat at breakfast with all. Breakfast was always warm, delicious and wonderful. Wonderful homemade rolls every day. Great way to start your day. Very close to the beach as well.
Private room in Palmetto
5 out of 5 average rating, 3 reviews

#2 Brown Bunny BnB and Bakery

ErikRating, 5 stars2 weeks ago
Geena's place is truly a hidden gem. Peaceful, clean, comfortable, private. Geena is an amazing, accommodating and thoughtful host. Lots of goodies already in the room, same with bathroom toiletries. Bed was so comfy, water temp and pressure in shower amazing. 5 stars for the place and 6 stars for the host. Would most definitely recommend! P.S. Try Geena's cookies and milkshakes!
Top Guest favourite
Private room in Sarasota
4.96 out of 5 average rating, 289 reviews

COVID careful, 2/2 private suite: best loc.

LorenRating, 5 stars1 month ago
Andrea and Ken made us feel like family. They had all the accommodations for our 7 month old girl. They loved having her there. They made sure we were comfortable, safe, and well fed. The place was quiet and private. Wonderful hosts and very kind.
Guest favourite
Private room in Historic Old Northeast
4.94 out of 5 average rating, 460 reviews

Arts and Crafts Bungalow Charm

WilliamRating, 5 stars3 weeks ago
This was our second stay at Linda and Warren’s beautiful Airbnb, and once again, it was nothing short of perfect. From the moment we arrived, they made us feel incredibly welcome. Every morning started with a delicious breakfast and relaxed, friendly conversation that set the tone for the day. They were generous with suggestions on things to do and see around St. Petersburg, and their local insights really enhanced our experience. The location itself is ideal — close to everything yet peaceful and relaxing. Linda and Warren go above and beyond to make their guests feel at home, and we’re already looking forward to our next stay. Highly recommend!
Private room in Palmetto

#1 Brown Bunny BnB and Bakery

Private room in St. Petersburg

Functional Health Retreat

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