
Condo holiday rentals in Gulf Gate Estates
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Top-rated condo rentals in Gulf Gate Estates
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Enchanting Coastal Ambiance & Breathtaking Sunsets
home was very clean and cozy!! everything was in walking distance and close to the beach, restaurants and shops were walkable distance 😊

Penthouse Expansive Ocean Views
Brenda’s place was just as listed. Great location, clean, great space to call home for the week. Within walking or short drive to many restaurants and shopping areas. Walk to the beach was easy especially with all the beach supplies in the condo. Brenda was also very responsive when I reached out with clarifying questions.

Cozy Top-Floor Stay on Siesta Key
Condo inside and outside was as expected. An older condo but well kept up, clean, good AC, good WiFi, pool, ample parking. Kitchen had all the needed amenities (including 4 pods of coffee which was a nice touch). Beach chairs, umbrella, and beach towels were great. They had bikes to use but we didn't use them. You can catch the free beach trolley right out front which can take you up and down the beach road; and to Siesta Key Village (that has alot of restaurants). The only downside is beach access is ~15 min walk. If you have a car there are a number of free parking areas but they will get full on the weekends. Overall we had a great stay.

Beach Rd, 300ft to Beach Access & 500ft to Village
I would definitely recommend staying here if visiting Siesta Key. We had arrived to Siesta Key early and Kyle was very accommodating and let us check in early. He checked on us multiple times during our stay to see if there was anything we needed. The place was clean and exactly as pictured. Having all of the beach gear included with the rental was a major plus. The location was also great, about a 2 minute walk to the beach and 5 minutes to the village. Would definitely recommend!

Deluxe 2/2 Pool View, terraces, Top Floor
Stayed for the month and didn’t want to leave! Great location, very clean and beautifully decorated! Clara was very responsive, to the point where she went out of her way to find extra, personal beach chairs when we needed them! I can’t say enough positive comments about our experience.

Siesta Key retreat- 2/1 condo w/pool, beach access
We had so much fun! The location is beautiful. It’s right on the bay. There was a pool and tiki hut over looking the water. It was also just A shower walk to the beach. We took our boat and spent a lot of time on the water. It has a landing close and the dock was right on the property. This place was so everything we wanted. Can’t wait to book our next trip.

Breathtaking Beachfront Views in Siesta Key
this was by far our favorite vacation ever! the place was very clean, cozy, and perfect for our week. the hosts were very kind and responsive. can’t recommend this enough! siesta key was a beautiful place to stay, as well. so many good restaurants and little shops with lots to do! our favorite restaurant was spearfish 10/10 recommend. we will definitely be coming back again to this airbnb!

Charming Bayfront 2 BRs Siesta Key Condo
The condo was very comfortable and clean! I stayed an extra day and Tee was very accommodating and easy to get in touch with. People in the condo community where very friendly. I especially liked that I had a specific covered parking spot each time I returned, so there were no problems with parking. I frequent Siesta Key and this location on the bay side is nice!
Pet-friendly condo rentals

Walk to the beach from this lovely 2 bedroom condo
This place is awesome! A nice washer and dryer, super clean, comfortable, and a cute outside sitting area. host left snacks, water, cooler, flashlight, and beach towels - very well thought out. The host was also super nice when we thought we locked ourselves out 😅 We enjoyed our stay and would love to come back.

Dreamview Beachfront Romantic/Pet Friendly Getaway
Fantastic location on quieter area of beach but still walkable to the Village restaurants. Comfortable bed, huge shower. Loved our stay!

Gulf Side Condo Englewood Florida
Super clean condo right on the beach. convenient parking. Beautiful get away!

Luxury 3/3 Margaritaville Resort
David’s home exceeded our expectations and was an excellent choice for our stay. It was conveniently located near all the beaches, restaurants, groceries, and shops, but not in the midst of the bustling city center. David even provided us with a variety of beach essentials and even bikes for our convenience. The home was spotlessly clean and well-stocked with blankets, towels, and cookware and dishes. We thoroughly enjoyed our stay and will definitely be returning in the future.

Siesta Village Short Walk to Beach w heated Pool
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.

5209B Menorca Street - Siesta Key Village Condo
Easy check in. Very close to everything. Pool was a great extra !

Beach Escape - Make Memories on Anna Maria Island
Jean & Mike's beach condo on Anna Maria Island was a wonderful get-away for us after a very long winter. We loved the beach decor and all the little things that made us feel welcome and comfortable. It had everything we needed for an awesome beach vacation - chairs, umbrella, towels and a cool beach cart to carry our stuff. The pristine beach was only about 300 steps away. The condo itself had everything we needed. The bed and couches were comfy; the master bath spacious; the kitchen well-equipped. We enjoyed eating on the screened porch that overlooked a small park and being able to walk to nearby stores and restaurants. We loved watching the sunset from "our" beach or at the AMI Beach Cafe down the beach while listening to live music. Jean was a great host. She responded quickly to our questions and had plenty of recommendations on things to do and places to eat. Jean & Mike's place is one of the best AirBnBs we've stayed at and will definitely consider it the next time we visit AMI.

Quaint Beach cndo 3, King bed, beach, Dog Friendly
After spending the night in the beautiful, well-appointed condo, take your coffee or breakfast out to the lovely, private courtyard and plan your day. Take a walk down to Venice Beach. After lunch, walk (or drive) up Venice Ave. to hit the great shops and restaurants. Or, you’re centrally located to explore the beaches or shops in Englewood or Nokomis. Sarasota’s attractions are as close as a 45 minute drive. At the end of the day, head to the beach, once again, to catch the sunset before retiring to this comfy, condo home-away-from-home, so centrally located in a beautiful, quiet, neighborhood on Venice Isle.
Condo rentals with a pool

2 BR condo in Siesta Key w/ Private beach access
Great price, great place! Easy walk to the ocean. Great for fishing. Close by to ice cream and restaurants.

2 Bed/2 Bath Condo Resort View on Siesta Key Beach
The location was great, close to village as well as crescent beach. Lots of restaurants, bars, and excursions close by. Private beach which is wonderful, they offer umbrella rentals for a very reasonable price. Two pools which allowed for plenty of space as neither pool was crowded. The condo came with adequate linen/towels with an exchange halfway through the week which was great. There were extra beach toys, umbrellas, and a cooler in the closet we found a few days in that came in handy.

LIDO KEY 1 BR/1Bath Heated Pool 16
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed

Amazing beach view! Entire unit renovated!
Such a beautiful place to stay! Very clean! The kitchen was stocked with all the dishes you will need. The view was amazing!!! The free trolly into the village was so easy. The beach accessories were so nice to use. All we had to do was cross the street and we were on the beach. The pool area was also very nice! Grilling area was nice and clean and a small smoking area so my husband could enjoy a few cigars. Great communication! Thank you! Was a fantastic vacation!

Siesta Key condo - Gulf and bay club bayside
We had a great stay in Siesta Key. The grounds were beautifully kept. Pool right out the back door. Quick walk to one of the most beautiful beaches in the US. Great week, can’t wait to go back.

BayDreaming - Quiet Canal Front- 2 Supyaks!
Our first time to siesta key and suszanne’s place and won’t be our last. Both were wonderful places and a week was far too short. The condo was in a perfect place for us right by the water and close to the beach. Great sized pool and heated.Everything we needed was provided from kayak, SUPs and beach equipment. We can’t wait to come back.

Cottage on Siesta Key Your own getaway!
Julie was a fantastic host. Responded to all questions in a very timely manner. She went above and beyond to make sure my girls group had a good time! Trolley service is at the curb to take you to the village or elsewhere. Restaurants are right across the street for breakfast, lunch, and dinner, so no cooking was needed for us! Thank you for a great experience.

The Key to a Great Vacation!
The place was great! Very well stocked kitchen, bathroom and even had beach stuff available for use. Location was perfect, a short walk to the beach and close to restaurants.
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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
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park