
Holiday rentals with breakfast in Siesta Key
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Top-rated Holiday Accommodation with Breakfast in Siesta Key
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.
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Holiday House Rentals with breakfast

SeaScape
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.

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

A Piece Of Sunshine to Enjoy!
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.🫶🏻

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

The Gecko House
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 👍🫶

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

Beach House Fun: Hot Tub, Bounce House, Grill
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.

the fountain
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

Cozy Bay Marina Cottage #1
"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

Havana #4 - 2br/1ba with Stunning Gulf Front Views
Great Pass-a-grille location, just steps to beach access and food.

301 See Gulf & Courtyard from Tasteful 2 BR
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!

Waterside Vacation Rentals Epic View
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

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

MyCataleya Beautiful Florida Condo (Bradenton)
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!

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

Varsity Club's after hours hangout
Wonderful host, highly recommend staying here.
Bed and breakfast rentals with breakfast

Boutique Suite The Bridge
Amazing extremely clean accommodations! The owners are so Inviting and caring! Breakfast was the best! Seriously worth every $$ spent!

Boutique Suite Windmills
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.

#2 Brown Bunny BnB and Bakery
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!

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

Arts and Crafts Bungalow Charm
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!

#1 Brown Bunny BnB and Bakery

Functional Health Retreat
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- River Strand Golf and Country Club