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Cheap Vacation Rentals in Anna Maria Island

(5 rentals)
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.

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Featured review

"Big Joe"

Awesome unit with great views and access to the beach as well as restaurants and grocery stores. I would definitely stay there again. Great time and relaxing vacation.

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$127
avg per night
Anna Maria Island Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
14 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

A guest had this to say: "Songbird is a cute little purple house on a quiet side street on Anna Maria Island. I referred to the house as little, it is really quite spacious & comfortable. This is our 6th stay at Songbird & we are looking forward to our next stay. This trip we were on side...

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Featured review

"Perfect vacation"

Everything was perfect. We will visit again.Cool location, close to the beach. Communication with Joel was also good.Greeting from Germany

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$140
avg per night
Anna Maria Island Townhome
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds and sunsets you'll remember for the rest of your life. This beautifully remodeled 1 bedroom/1 bathroom condo has everything you will need to make everlasting memories of adventure...

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Featured review

"close to white sandy beach"

Everything you would need for a beach vacation. The beach front cafe had live entertainment nightly, a perfect place for sunsets.

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$188
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

- 7 min. walk to beach, beach chairs, umbrellas, towels, beach wagon provided- sleeps 4, 2 bedroom/2 bath, very private- On second floor with covered stairs. No elevator.- all linens provided, washer/dryer in unit- stores within short walk; Publix, Walgreens, CVS, Dollarama, Dunkin...

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Featured review

"Great condo!"

We enjoyed our stay! The condo was clean, spacious & inviting! The location was wonderful. We will definitely stay again. The owner was very quick to reply to my emails.

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$192
avg per night
Ellenton Mobile home
Sleeps 4, 2 bedrooms, 1 bathroom

Distance to beach: 10 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Cute, newly remodeled 2 bedroom, 1 bath home in Colony Cove. This 55 plus community in Ellenton offers many amenities. Access to all 3 pools, marina, dog park, micro forest, work out rooms, several shuffleboards, and a very friendly community. Close to everything in Ellenton, golf cart friendly in...

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$73
avg per night

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Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience luxury living at its finest in this stunning 2 bedroom, 2 bathroom condo located in the heart of Bradenton, Florida and close to Anna Maria Island. This island décor themed fully renovated unit boasts brand new furniture, electronics, smart locks, a smart thermostat, and brand new smart...

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$81
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Spacious stylish second story two bedroom, two bath condo located in the middle of the IMG country club. Split bedroom style to accommodate guests easily. The primary bedroom comes with a king size bed and smart Roku TV. Second bedroom has a queen size Murphy bed with a desk area. Linens provided. ...

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$88
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

My wife and I are recently retired educators. We ARE NOT multiple rental property owners. We own this one condo and are snowbirds from Pennsylvania. Our place is newly remodeled floor to ceiling! The Oasis complex is a prime location in close proximity to downtown Sarasota, Siesta Village, & nationally...

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Featured review

"Very nice condo"

Convenient location minutes from the beach, shopping and entertainment. Our host was very helpful and the condo was well equipped. Would stay again. No washer and dryer was a bit inconvenient but laundry...

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$90
avg per night
St. Petersburg Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 7 miles to St Pete Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

A 2 Bedroom, 2-1/2 Bath 2 story Townhome located in a quiet secure gated community on Boca Ciega Bay with a private BAY beach. Close to Gulf of Mexico's finest beaches. Close to stores, dining, bus line, etc.2 Heated pools, hot tub, racquetball/lighted tennis courts, pickle ball, shuffleboard,...

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$90
avg per night
St. Petersburg Townhome
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Lakewood – a peaceful oasis in St. Pete!Start the day with a cup of coffee on our palm-shaded terrace, then take a relaxing swim at the quiet pool or enjoy a game of tennis on one of the free courts in the park across the street!Our family has owned this unit for more than 20...

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Featured review

"What a great place to stay!!!"

My husband and I used to live on Crescent Lake in St Pete so when having construction done to our house currently Mary our host thru Florida was nice enough to accomidate us for well over a month until...

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$97
avg per night
Treasure Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Clean modern condo just a short walk across the street to the beach. Great location to enjoy all the area has to offer. Next door is Sea Dog Brewing Company or take a short walk to the famous Caddys on the Beach and Ka Tiki which offers live music every night. Several outstanding restaurants nearby...

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Featured review

"EXCELENTE!!!"

La propiedad es muy buena, bien equipada y mantenida, la ubicación es buenísima, cruzando la avenida está la playa. Todo el equipamiento de la unidad está perfecto y queremos destacar la calidad de...

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$97
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Fully furnished, 2 bedroom, 2 bath condo located on the 18th hole of the meadows golf course . All utilities included. One month rental. Rents at $120.00 per day. 10 minutes to the airport, 5 minutes to UTC mall, 20 minutes to Lido beach and siesta key beach and 40 minutes from Nikomis and Anna Marie...

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$98
avg per night
Longboat Key Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated & furnished 1/1 second floor condo with wonderful view of Bishops Bayou on the uncrowded north end of Longboat Key. Whitney Beach has a beautiful natural stretch of beach as well as many amenities including tennis / pickleball courts, swimming pools, shuffleboard & boat docks...

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$100
avg per night
Longboat Key Mobile home
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Great beach house on Longboat Key. Over 55 community two person occupancy limit with allowances for guests, no pets, parking for one vehicle.Next availability. July, August, September 2025, January 2026Tropical paradise awaits you on Longboat Key. The folks at Twin Shores call this The Green...

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Featured review

"Slice of Beach Paradise - Immaculate and beautifully restored 1950's trailer"

I rented this adorable beach tiny house for 2 years during the season. Dec 2022-Apr 2023 & Nov 2023-Apr 2024. I cannot say enough about the house, location, community and the landlord. 2 Bed, 2 BA (1...

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$100
avg per night
Treasure Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Recently remodeled 1bed -1bath first floor waterfront condo on Isle of Palm of Treasure Island. Unit features new plank tile flooring , professionally designed furnishings and updated kitchen and bath. Kitchen showcases high-end granite countertops, mahogany cabinets and stainless steel appliances with...

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Featured review

"Perfect condo for a couple"

We stayed in condo number 1 Its a very nice condo for a couple its in a quiet and safe area about a 5 min walk to Gulf Blvd. where the trolley stop is that goes from Saint Pete beach to Clearwater beach....

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$100
avg per night
Bradenton Studio
Sleeps 6, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Rv fo rent in backyard across the street from Palma sola elementary school. It has 1 bedroom, 1 bathroom a full kitchen, dinette and deck. The closest beach is about 5 minutes drive and the main barrier island is about 10 minutes drive. fully furnished.

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$103
avg per night
Sarasota Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 7 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Serene, Spacious, & Clean, centrally located in Sarasota & in the beautiful Village Brooke, 1st Floor condo w/ 3 Bed., 2 Full Ba. is Fully Furnished & available for Rent. This condo is well maintained inside & out; equipped w/ everyday essentials, as well as, having an in complex...

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Featured review

"Village Brooke is a great location"

Village Brooke's location gives easy access to all of the Sarasota area and is a very peaceful and well maintained development. The owners of this unit were super helpful in providing the extra items we...

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$107
avg per night
Palmetto Townhome
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Modern 2BR/2.5BA Pet-Friendly Townhome This spacious, two-story townhome offers: • 2 bedrooms with private en-suite bathrooms – ideal for comfort and privacy. • Pet-friendly accommodations for your four-legged companions. • Dedicated workspace options to make remote work seamless. • Bright,...

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$107
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Lido beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Highly desirable unit at the luxurious Serenata Condominium Residencies. Spectacular split floor plan featuring 10' ceilings, large living room with dining room and fully equipped kitchen, 2 niece bedrooms with huge walking closets, beautiful lanai with extra storage, laundry room and more.

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Featured review

"Best "Home away from home"!"

We have stayed in this particular unit for the past 3 winters, and would return in a heartbeat if it were not for unexpected health issues this year, some of which are aggravated by stair climbing!! However,...

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$114
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Monthly Bermuda Bay/2 bdrm. Vacation Rentals."ALWAYS SUMMER" Book direct, no booking fees. Rates: SALE 2025 Dec $1800/month. 2026 Jan - April $3500/month. (Feb/March already rented) 2026 May - Oct $2000/month. ...

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Featured review

"comfortable stay with lots to do"

We are leaving tomorrow and we will miss this place. We could bike along the path so many different places. If you like to bike, this is the place for you. We biked from our front door all the way downtown...

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$117
avg per night
New
Tierra Verde Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to your own slice of waterfront paradise in Wander Residences, one of Tierra Verde’s most desirable coastal communities. This beautifully furnished 1-bedroom, 2-bath condo is fully stocked, gorgeously maintained, and ready for you to enjoy from the moment you arrive. Wake up to peaceful...

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$117
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

LOCATION: Beautifully remodeled 2BR/2BA first floor condo with front door parking! This tranquil, but active 55+ community is nestled comfortably between downtown Bradenton and the beautiful Gulf of Mexico beaches on Siesta Key and Anna Maria Island. Located close to shopping, dining, banking, golfing,...

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Featured review

"Friendly and active complex"

Close to everything you need: shopping, groceries, restaurants and beach. Pool out the back door was a convenience. Nicely decorated with comfortable beds.

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$120
avg per night
St. Petersburg House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Enjoythis fully renovated place in St Petersburg. This house is very close to the beaches, Skyway bridge, St Pete Downtown, Malls. In case you want to have your morning coffee just walking by the water, you are also very close to St. Pete Pier. if you just need to stay home and rest, you can stay at home...

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$120
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful 2 bedroom, 2 bath condo at Hidden Lakes with views of the lake and fountain. You can sit on the lanai and listen to the sound of water or take a short walk to the heated pool, hot tub, gym, library, or steam room. Our condo is decorated to give you the feel of staying on the beach, but you are...

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Featured review

"Peaceful & Relaxing"

A Very spacious unit with a well equipped kitchen. The condo location is close to Downtown Sarasota events and activities. A perfect laid back condo atmosphere where you can fish in the Bayou or just...

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$120
avg per night
Sarasota Studio
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

WE ARE OPEN AFTER HURRICAN IAN Steps to the beach, restaurants and dining, family-friendly activities, and public transport. This is a 2016 remodel. Great for kayaking and biking. Walking or biking distance to Lido Beach, St. Armand's Circle and Ted Sperling Kayak Park. The one room studio is good...

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$121
avg per night
St. Petersburg Condo
Sleeps 2, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A Beautiful condo located in the Bahia Del Mar section of Isla Del Sol. View a glimpse of the Boca Ciega Bay from the balcony, where palm trees sway. The location is a perfect, calm, serene area with a lovely salt water heated pool and hot tub. Watch dolphins frolic in the Boca Ciega Bay while you sip...

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Featured review

"Film crew on location"

I recently worked on a Hallmark movie in st pertersburg Florida. I was the production supervisor and responsible for housing 20 cast and crew. Angie at Sandy Beach Vacation Rentals was my agent. We rented...

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$125
avg per night
Sarasota House
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

WE’REOPEN ,NO DAMAGE TO UNITa small studio condo: a fairly private bedroom (no door) and a sleeper sofa in the living room; best for 2, but sleeps 4. There is a very small screened balcony. The one bath has a shower. The guest section of the closet has hanging space, several shelves and drawers;...

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$126
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Lido Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your home away should feel like home. This 2 bedroom 2 bath villa is smartly decorated and equipped with all the things necessary for comfort and practical living. Fully furnished with comfort in mind. The primary bedroom has a queen-sized bed, an en-suite bath, walk-in closet and sliders to the screened...

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Featured review

"Loved The Hidden Gem"

We loved our stay at the hidden gem! The kitchen is stocked with everything you need. Lots of towels, beach towels, and sheets. Supplies for a beach day are also provided. The location is great-very close...

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$126
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

This ground floor waterfront condo located in a gated community of Longboat Harbour and is one of Longboat Keys most desirable social communities. This one bedroom, one bathroom, first floor unit has walkout access to Sarasota Bay where you often see dolphins and manatees from your lanai. This unit is...

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Featured review

"Grreat stay atLong Boat Harbour"

What a beautiful development Long Boat Harbour is! My wife and I stayed in unit E104 for 2 months. Haley is a very gracious host to allow us to stay in her home. We had such a wonderful time, we did...

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$127
avg per night
Sarasota Studio
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Recently renovated studio apartment located on short walk to Lido Key Beach and St Armand's Circle. Building was painted blue November 2023.The space Studio apartment or some may call it an efficiency. It has a full kitchen full bath, laundry inside.It has a king size bed. Also has an outside...

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$128
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new to Florida Rentals. Welcome to this NEWLY RENOVATED spacious two bedroom condo (1375 square feet) on the second floor in the gated community Bermuda Bay Beach Club. Each bedroom has a queen bed with a large walk-in closet, plus a daybed with trundle in the living room. Fully stocked kitchen...

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Featured review

"Fun in the sun"

The condo was awesome. Very spacious. It had everything we needed for a wonderful vacation. Many thanks to our host and hostess who were extremely pleasant and helpful.

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$129
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 2 miles to Siesta Key beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

OUR RATES:June-November $1999 December $3000 January $3900 February-March $4500 April $2500 May-December $1999*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym...

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Featured review

"1 Bed/1 Bath Oasis on Osprey"

We stayed here for a clinical rotation from July - October at the Oasis on Osprey. It was truly a wonderful experience. Ana was always so helpful and attentive whenever we needed something. The area surrounding...

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$130
avg per night
Treasure Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
55 reviews

Distance to beach: 9 yards to Sunset Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find Your Paradise at Sunset Cove on Sunset Beach in Treasure Island, Florida. Only 30 minutes from Tampa Airport, next to St. Pete Beach, Fl. Location, Location, Location Our condo is in a quiet beach neighborhood within walking distance to restaurants (Caddy's On The Beach, Sea Dog Brewing Company,...

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Featured review

"Couldn't ask for better!!!"

We've had the pleasure of staying here multiple times. Just when you think it can't get any better it does. The condo is amazing with everything that you need and much more. Close to several great food...

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$132
avg per night
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Inquire regarding our October special**Fully renovated, ground-floor 2 bed 2 bath condo located in the beautiful Isla del Sol Yacht, Golf and Country club. Sip your coffee on the covered screen porch located on hole 5 or take a short stroll to the temperature-controlled pool and hot tub overlooking...

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$132
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Anna Maria/Bradenton Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Attention Snowbirds! Just Listed!! Welcome to a waterfront paradise. This resort style condo is a spacious 2 bedroom 2 bath condo that is is fully furnished with a completely stocked kitchen. Everything you will need away from home! New luxury vinyl flooring throughout, new A/C and hurricane impact...

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$133
avg per night
Last Minute Deal
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful, fully furnished condo has a spectacular view of the Golf Course at the Palm Aire Country Club. Sitting on the comfortable lanai is a relaxing way to have your morning coffee or to unwind after a day of activities. The living room/dining room combination is beautifully and comfortably...

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$133
avg per night
Bradenton Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom newly renovated and fully equipped condo. Whether you are a single family on vacation, or a couple enjoying a gateway we have you covered. Stay with us and enjoy all the comforts of home!This delightful...

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Featured review

"Best Winter ever"

Thank you Maja and family for use of your Bradenton villa for my Winter retreat this year. I enjoyed the villa and area so much, I extended through April. So many great things to do and visit in the area....

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$133
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

$3500 off season (May-October) - $4000 in season (November-April) 2/2 + Den/Office Fully Furnished in quiet established Beekman Place Community. Recently completely renovated. All new appliances including washer/dryer. 2 car garage. Private corner lot with mature trees, beautiful patio and fenced...

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$133
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A Florida style charming paradise cottage featuring a tropical oasis backyard with large in-ground pool and bar area. This home is fully furnished and conveniently located. Enjoy a newly renovated home that includes an updated kitchen, living room, bathroom and bedrooms, and new central air and roof....

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Featured review

"A bit of heaven on earth"

Clean, comfortable, private, convenient! The private yard and sweet making pool are spectacular. Owner responsive. Our favorite place!!! Worth every cent!!!

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$134
avg per night
Sarasota Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Just a few minutes walk to Lido Key Beach and St . Armand's Circle. Completely renovated 2022The space Ground level , corner unit. Across from pool. kitchen/dining/living area and Separate 1 Bedroom/Bath. Walk in closets between bedroom and bathroom. Condo was renovated in September 2022Guest...

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$134
avg per night
Sarasota Studio
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Short walk to Lido Beach. Studio apartment. This is a July 2018 remodel. and dining, family-friendly activities, and public transport all very close by. Great for kayaking and biking. Walking or biking distance to Lido Beach, St. Armand's Circle and Ted Sperling Kayak Park. This one room studio is...

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$134
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

For less than you would pay for a small 3 star hotel room, you can rent our turn-key furnished condo overlooking Bobby Jones golf course. NO hurricane damage. Up 5 steps from your enclosed stone lanai to your wood deck. Available today at off season rates. One month minimum.Tucked behind Bobby...

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Featured review

"Condo"

We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.

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$134
avg per night
Treasure Island Condo
Sleeps 5, 2 bedrooms, 1 bathroom
45 reviews

Distance to beach: 9 yards to SunsetBeach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find Your Paradise at Sunset Cove on Sunset Beach in Treasure Island, Florida. Only 30 minutes from Tampa Airport, next to St. Pete Beach, Fl.Location, Location, Location Our condo is in a quiet beach neighborhood within walking distance to restaurants (Seadog Brewery, Taco Bus) bars (Ka' Tiki)...

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Featured review

"Perfect beach stay"

Love staying at Sunset Cove. This unit is clean and has everything you need for a relaxing vacation. Convenient access to the beach. We loved fishing from the dock. We saw a manatee and a spotted stingray...

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$138
avg per night
Treasure Island Studio
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to the ULTIMATE BEACH GETAWAY, Sunset Cove is located in one of the best and sought-after beaches on the west coast of FL, Treasure Island. This efficiency unit, equipped with full kitchen and reserved parking spot. Walk across the street through the private and deeded beach access entrance. When...

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Featured review

"Nice and quiet area."

Nice efficiency. Basically, everything you need. Could use a few beach chairs. I did buy a beach chair while I was there. Beach was beautiful and right across the street. Restaurants and shops are near...

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$140
avg per night
Gulfport House
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Classic charm meets modern beach breeziness at The Sand Dollar, a chic, second-story 1BR/1.5BA apartment in the heart of Gulfport’s vibrant Waterfront District.With a parlor-style living space and private, tropical patio, there’s no shortage of spaces to relax. And you’ll do so in...

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$140
avg per night
Palmetto Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 24 miles to Bradenton Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful 2-bedroom, 2-bathroom villa in Palmetto FL, offers the perfect combination of space, serenity, and luxury in the sought-after Terra Ceia Bay gated community. Available January through March/April 2025, this home is ideal for snowbirds seeking sunshine and relaxation. Sleeps 6 people.Why...

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$141
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Siesta Key

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

OUR RATES:June-November 2025 $2250 December 2025 $3000 January 2026 $4500 February 2026 $5000 March 2026 $5000 April 2026 $3000 May-December 2026 $2250*Calendar...

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Featured review

"Great stay at Oasis on Osprey"

It was a pleasure working with Ana (and her husband). The unit was clean, modernized, and comfortable. The area was very nice, quiet, friendly neighbors and kept clean. Location was good, plenty of restaurants...

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$145
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo is ground floor with 2 bedrooms and a Den. Fully furnished with Master Bedroom with King bed and walk in closet and walk in shower, two TV's, dining table, nook dinette, Lanai furniture, family room sofa and reclining chair. Den has a tv and couch along with a large space for computer work...

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$146
avg per night
Sarasota Condo
Sleeps 2, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Siesta key,Longboat key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely, serene community convenient to shopping, restaurants, beaches, (Siesta Key, Lido Beach, Longboat Key, and Anna Maria Island), Sarasota Airport, cultural and artsy downtown Sarasota, and St. Amand's Circle. Many activities abound in this beautiful area for all ages. You are between 5 and...

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Featured review

"Wonderful time!"

Our month of June in this condo was fantastic! Loved sitting on lanai watching all the wildlife and... resident alligators I guess!...throughout the day. We visited beaches from Anna Maria to Siesta Key......

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$147
avg per night
Bradenton House
Sleeps 24, 12 bedrooms, 6 bathrooms

Distance to beach: 10 miles to Anna Maria Island Beach – 10 minutes away

Key Amenities

  • Air conditioning
  • WiFi

About this property

The Grand Gathering House – 11BR Retreat Perfect for Bridal Parties & Big Groups! Welcome to your ultimate group retreat in sunny Bradenton, Florida! This one-of-a-kind property features 12 bedrooms and 6 bathrooms, comfortably accommodating up to 24 guests, making it ideal for bridal parties,...

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$149
avg per night
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