Cheap Vacation Rentals in Anna Maria Island

(5 rentals)
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Anna Maria Island Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$127

avg/night

$127
avg per night
View Details

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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Property Type

Anna Maria Island Apartment

Featured review

"Queens Gate rentals-Neptune"

We had a great time. Kathy and Peter were amazing hosts who took care of our every need. We will be back again.

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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

$198

avg/night

$198
avg per night
View Details

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 and quiet- all linens provided, washer/dryer in unit- stores within short walk; Publix, Walgreens, CVS, Dollarama, Dunkin Donuts/ Baskin Robbins, beach stores, Ace Hardware, ...

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Property Type

Anna Maria Island Condo

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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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

$199

avg/night

$199
avg per night
View Details

Key Amenities

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

About this property

Click on calendar for available 2024 dates. Book now before they are gone! CALL FOR UNBELIEVABLE SAVINGS. ONLY PHONE CALLS GET DISCOUNTS.TWO WEEK MINIMUM STAY. No exceptions. No Pets. Sorry.20 STEPS TO THE SAND - GREAT VIEW Last minute deals don’t last long, we price to rent. We are ...

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Property Type

Anna Maria Island Condo

Featured review

"Ok"

️ love this area one of my favorite places to stay AnnaMaria island.. love it .. can’t wait to go o back

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Bradenton Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Anna Maria Island

$75

avg/night

$75
avg per night
View Details

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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Property Type

Bradenton Condo

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St. Pete Beach Condo
1 BR | 1.5 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1.5 bathrooms
1 review

Distance to beach: 1 miles to St Pete Beach

$80

avg/night

$80
avg per night
View Details

Key Amenities

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

About this property

Nestled on the beautiful island of Isla Del Sol, this cozy condo includes the following amenities. All linens and beach towels, a well stocked kitchen, iron/ironing board, hairdryer, soaps and paper goods to get you started. It has newer carpet, updated cabinets and countertops and a new upscale ...

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Property Type

St. Pete Beach Condo

Featured review

"Warm and inviting"

My stay in St. Petersburg was comfortable and restful in this lovely retreat with wonderful amenities. The property is well maintained and I felt safe and secure in this area. I liked the location for access ...

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St. Pete Beach Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom

$83

avg/night

$83
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Amazing opportunity to relax in a fully furnished spacious 2 bedroom/1 bath condo that sleeps 4, in a Tropical Waterfront Community of Boca Shores. St. Pete Beach has been declared the best beach in the country & this unit is walking distance to it! Come Walk Around the Beautifully landscaped tropical ...

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Property Type

St. Pete Beach Condo

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St. Petersburg Townhome
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 7 miles to St Pete Beach

$83

avg/night

$83
avg per night
View Details

Key Amenities

  • Air conditioning
  • 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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Property Type

St. Petersburg Townhome

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Treasure Island Studio
Studio | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

$83

avg/night

$83
avg per night
View Details

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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Property Type

Treasure Island Studio

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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Treasure Island Condo
1 BR | 1 BA | Sleeps 3 | Quick View
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

$83

avg/night

$83
avg per night
View Details

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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Property Type

Treasure Island Condo

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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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 11 miles to Lido Beach

$88

avg/night

$88
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

HIGHLY DESIRABLE PALM AIRE condo! Availability on calendar. See NOTES for more availability details. FURNISHED FIRST FLOOR CORNER UNIT with Panoramic LAKE and GOLF VIEWS! This two-bedroom, two bath unit is freshly painted and offers many upgrades. Newer AC unit. The kitchen features include granite ...

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Property Type

Sarasota Condo

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Bradenton Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 5 miles to Anna Maria Island

$89

avg/night

$89
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2nd floor walk up - parking at door - pool, shuffleboard, clubhoise & activities, laundry, shopping & restaurants withing walking, Anna Maria Island 15 mins drive, Urgent care 5 mins, all denomination churches close by pics & details: sandra@

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Property Type

Bradenton Condo

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 3 miles to Siesta Key

$90

avg/night

$90
avg per night
View Details

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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Property Type

Sarasota Condo

Featured review

"Excellent"

If I had a choice I would give this place 10 ️! We spent 2 beaut months here from November 1st till December 29, 2024. Great condo, remodeled from the bottom to the top, very comfortable, and cozy. Perfect ...

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St. Petersburg Condo
2 BR | 1.5 BA | Sleeps 2 | Quick View
Sleeps 2, 2 bedrooms, 1.5 bathrooms

Inquire for rates

Inquire for rates

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Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fully furnished and equipped 2 bdrm/2 bath condo in a demand gated community. All ages complex with 2 pool (1 heated) and a fitness room. This is a great location in close proximity to everything. It is close to all amenities, the complex is right beside a mall, with Publix, a bank, liquor store, Walgreens ...

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Property Type

St. Petersburg Condo

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Longboat Key Mobile home
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

$100

avg/night

$100
avg per night
View Details

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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Property Type

Longboat Key Mobile Home

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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Treasure Island Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

$100

avg/night

$100
avg per night
View Details

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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Property Type

Treasure Island Condo

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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St. Petersburg Townhome
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom

$103

avg/night

$103
avg per night
View Details

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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Property Type

St. Petersburg Townhome

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Lido beach

$105

avg/night

$105
avg per night
View Details

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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Property Type

Sarasota Condo

Featured review

"Wonderful 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 recently, some of which are aggravatd by stair climbing. It is ...

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St. Pete Beach Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.3 miles to Sunset Beach

$107

avg/night

$107
avg per night
View Details

Key Amenities

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

About this property

Location and amenities can't be beat! Fully furnished. Walk to beach. Resort like amenities. Elevator. Condo available starting end-April 2025 to November 2025 with a 90 day minimum up to 6 months. No smoking. Modern waterfront condo in the Yacht & Tennis Club of St Pete Beach. With over 1,270 ...

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Property Type

St. Pete Beach Condo

Featured review

"awesome stay!!!"

We spend the winter of in this lovely unit. Location is perfect-right at the bridge to Treasure Island. Complex is lovely, great security, pool and full amenities. Faces west so lovely sunsets and wildlife ...

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Sarasota Condo
3 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Siesta Key Beach

$107

avg/night

$107
avg per night
View Details

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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Property Type

Sarasota Condo

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Siesta key

$107

avg/night

$107
avg per night
View Details

Key Amenities

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

About this property

Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery ...

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Property Type

Sarasota Condo

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St. Pete Beach Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 500 feet to St Pete Beach

$108

avg/night

$108
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Beautiful ground floor 2brm 2 bath 1350 sqft unit for rent June through September 2024 - all other months are booked - min. 30-day rental. On the intercostal with awesome water views but also just across the street from the stunning SPB beaches Recently painted throughout with new hard surface floors ...

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Property Type

St. Pete Beach Condo

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Bradenton Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 miles to Anna Maria Island

$108

avg/night

$108
avg per night
View Details

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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Property Type

Bradenton Condo

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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Longboat Key Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$111

avg/night

$111
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful, peaceful one bedroom / one bath condo on Longboat Key. Amazing view and breeze from the lanai. Private friendly gated community with great amenities. Four pools, tennis court, BBQ girls, shuffleboard, work out facilities, game room. Private beach access across the street with private bathrooms ...

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Property Type

Longboat Key Condo

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St. Petersburg Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$114

avg/night

$114
avg per night
View Details

Key Amenities

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

About this property

**Summer Special Starting May 3, 2025**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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Property Type

St. Petersburg Condo

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Sarasota Studio
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$119

avg/night

$119
avg per night
View Details

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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Property Type

Sarasota Studio

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$120

avg/night

$120
avg per night
View Details

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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Property Type

Sarasota Condo

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Ellenton Mobile home
2 BR | 2 BA | Sleeps 2 | Quick View
Sleeps 2, 2 bedrooms, 2 bathrooms

$120

avg/night

$120
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NOTE: This property is in a 55+ community and can accommodate a maximum of two renters. Maximum 3-month rental. 3 month lease agreement preferred, but 2-month considered.This home makes for a perfect winter getaway, featuring stunning views of the Manatee River, home to exotic birds, graceful dolphins, ...

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Property Type

Ellenton Mobile Home

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Sarasota Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

$121

avg/night

$121
avg per night
View Details

Key Amenities

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

About this property

Tucked behind Bobby Jones Golf Course You Will Discover One of Sarasota's Best Kept Secrets! "The Hideaway" Uniquely Designed Villa With Vaulted Ceiling, Overlooking Bobby Jones Public Golf Course, Pool. Private, Screened Courtyard, Upper Wood Deck; Plantings, Stepping Stones! Perfect Place ...

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Property Type

Sarasota Condo

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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Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Lido Beach

$122

avg/night

$122
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a 2 bedroom 2 bath villa. Single story. 2 assigned parking spaces. Heated pool. Small quiet complex near downtown. Fully furnished with 2 queen sized beds and a queen pull out couch. There is a lanai with table and chairs. BBQ grill out back. Beach chairs and umbrella included. Two blocks to Fruitville ...

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Property Type

Sarasota Villa

Featured review

"Truly a hidden gem"

We really love this property. We have traveled extensively and stayed in dozens of Airbnbs. This cozy condo has been superior in most every way. It is ideally located to investigate the highlights of Sarasota. ...

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St. Petersburg Condo
1 BR | 2 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 2 bathrooms
2 reviews

$124

avg/night

$124
avg per night
View Details

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 pool and hot tub. Watch dolphins frolic in the Boca Ciega Bay while you sip your morning coffee ...

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Property Type

St. Petersburg Condo

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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Sarasota House
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$126

avg/night

$126
avg per night
View Details

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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Property Type

Sarasota House

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Bradenton Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$128

avg/night

$128
avg per night
View Details

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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Property Type

Bradenton Condo

Featured review

"Great Place to spend Time in Bradenton Florida"

The location is amazing - the beach is nearby less than 10 minutes away! This is a great condo with a stunning pool and wonderful hot tub. View of hidden Lake is great! Very quiet. Poppi's restaurant ...

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Bradenton Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$129

avg/night

$129
avg per night
View Details

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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Property Type

Bradenton Condo

Featured review

"Wonderful Winter Vacation Stay"

Newly remodeled two bedroom villa in quiet development. Nicely furnished with all we needed for our month long stay. Parking right in front of our unit. Pool just down the street about.a half block away. ...

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Sarasota Studio
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$129

avg/night

$129
avg per night
View Details

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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Property Type

Sarasota Studio

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Sarasota Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 13 miles to Siesta Key Beasch

$129

avg/night

$129
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 2 bedroom condo located in the heart of The Meadows will delight the avid seasonal tenant or short term vacation aficionado. A first floor end unit with a prime view of the courtyard and pool and steps away from one of The Meadows golf courses. This fully furnished unit will sleep 6 people on ...

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Property Type

Sarasota Condo

Featured review

"Wonderful"

Great location. Everything is clean and comfortable. The owner has detailed instructions about the area, how to access the beech, things to do around town and the condo is full of amenities. The owner is ...

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Bradenton Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$129

avg/night

$129
avg per night
View Details

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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Property Type

Bradenton Condo

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South Pasadena Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to St Pete's Beach

$130

avg/night

$130
avg per night
View Details

Key Amenities

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

About this property

CLOSED FOR REMEDIATION Intra-Coastal Waterfront Condo First Floor 55+ (one person is required to be 55 yrs old) 4 person max7930 Sun Island Drive S. South Pasadena FloridaThis condo is located in South Pasadena, a neighborhood in St. Petersburg. The area’s natural beauty can be seen ...

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Property Type

South Pasadena Condo

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Sarasota Apartment
1 BR | 1 BA | Sleeps 3 | Quick View
Sleeps 3, 1 bedroom, 1 bathroom

$131

avg/night

$131
avg per night
View Details

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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Property Type

Sarasota Apartment

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Treasure Island Condo
1 BR | 1 BA | Sleeps 3 | Quick View
Sleeps 3, 1 bedroom, 1 bathroom
45 reviews

Distance to beach: 9 yards to Sunset Beach

$131

avg/night

$131
avg per night
View Details

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. Petes Beach, Fl. Location, Location, Location Our condo is in a quiet beach neighborhood within walking distance to restaurants (Caddy's On The Beach, Sea Hags), bars (Ka' ...

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Property Type

Treasure Island Condo

Featured review

"Sunset Cove"

We loved everything about the condo. Location,cleanliness,pool , etc. Gayl was very good to work with. Hopefully we will be able to book again next year. Thanks again

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Sarasota Studio
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$132

avg/night

$132
avg per night
View Details

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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Property Type

Sarasota Studio

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Sarasota Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 2 miles to Siesta Key beach

$132

avg/night

$132
avg per night
View Details

Key Amenities

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

About this property

OUR RATES: January $4200 February- March $4900 April $3000 May-December $1999*Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month plus special rate *Boutique-style ...

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Property Type

Sarasota Condo

Featured review

"Oasis on Osprey unit 107A"

Location,location...This condo was perfectly located for easy access to Siesta Key and downtown Sarasota as well as convenient walkable areas.All information and photos were exactly as described in the ...

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Sarasota House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$133

avg/night

$133
avg per night
View Details

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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Property Type

Sarasota House

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Sarasota House
2 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1 bathroom

$133

avg/night

$133
avg per night
View Details

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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Property Type

Sarasota House

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St. Petersburg Villa
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$133

avg/night

$133
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

SEE SPECIAL OFF-SEASON RATES AVAILABLEThis beautifully decorated and updated villa is available for monthly rentals. In the Lakeside Villas on Bahia Del Mar Blvd in St. Petersburg, Fl. This condo is right on the water lover looking the large lake in Isla Del Sol. it’s first floor location with ...

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Property Type

St. Petersburg Villa

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Palmetto Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 24 miles to Bradenton Beach

$135

avg/night

$135
avg per night
View Details

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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Property Type

Palmetto Villa

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Gulfport House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

$137

avg/night

$137
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

No access to washer/dryer, second bathroom or 3rd bedroom as of 9/26/24 due to Hurricane Helene.As you enter the front door, you’ll find yourself immediately in the comfortable and spacious living room, furnished in the soothing colors of sand and sea. Drop into one of the cozy armchairs or ...

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Property Type

Gulfport House

Featured review

"A cozy, convenient Gulfport cottage with comforts of home"

I came down for a wedding in St Pete and stayed an extra week for some R&R. In addition to walking around the Clam Bayou most mornings, I visited beaches nearby, enjoyed good food from restaurants in the ...

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Bradenton Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

$139

avg/night

$139
avg per night
View Details

Key Amenities

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

About this property

Beautifully furnished 2 bedroom, 2 bath, third floor condo. Sleeps 4 adults. Superb golf course and water views in a fabulous gated community. Offering Har-Tru tennis courts, pickle ball courts, 2 fitness centers, three resort style pools complete with hot tubs, Tiki bar and Tuscan inspired clubhouse ...

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Property Type

Bradenton Condo

Featured review

"Loved it; just what we were looking for!"

Jillian worked closely with us to make sure everything was perfect during our stay. The condo, which was in superb shape, was situated overlooking a golf course pond which housed, amongst other wildlife, ...

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Treasure Island Condo
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom
39 reviews

Distance to beach: 9 yards to SunsetBeach

$139

avg/night

$139
avg per night
View Details

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. Petes Beach, Fl.Location, Location, Location Our condo is in a quiet beach neighborhood within walking distance to restaurants (Caddy's On The Beach, Sea Hags), bars ...

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Property Type

Treasure Island Condo

Featured review

"Wonderful stay!"

We love Gayl’s place! We come almost every year. It feels like a second home. Can’t wait for our next visit!

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Siesta Key Cottage
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.5 miles to Siesta Key Beach

$139

avg/night

$139
avg per night
View Details

Key Amenities

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

About this property

*Calendar month rentals only*May - November (seven-month lease) - $2000 per month plus utilities May - October (three-month lease) - $2900 per month plus utilities December - $4900 per month plus utilities January, February, and March - $5900 per month plus utilities April - $4900 per month plus ...

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Property Type

Siesta Key Cottage

Featured review

"Excellent pet-friendly bungalow"

This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where ...

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Longboat Key Villa
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 150 yards to Gulf Of Mexico

$143

avg/night

$143
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Ground Floor Villa Condo- 1 Bedroom- Sleeps 2 - walk 4 min to beachBeautiful end unit attached villa in the charming walkable community of St. Judes on Longboat Key. Just a short 4 minute walk to the private beach access and a 3 minute walk to the 32 acre Joan Durante Park FULL of fabulous tropical ...

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Property Type

Longboat Key Villa

Featured review

"Slice of paradise"

This place was clean and had everything you would need. The bed was the most comfortable bed I have ever slept in. The beautiful beach was just a short walk away and they provided beach chairs too. The ...

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