1+ Vacation Rentals Near Bayfront |
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Wyknot Cabin - Vacation Rentals in Bayfront

Cosy log cabin close to Downtown and Beaches in Sarasota From US $85
         

2.9 (14 Reviews)
Cabin
Cosy log cabin close to Downtown and Beaches
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Luxury Places to Stay in Bayfront

Over 2433+ Luxury Places to Stay in or Near Bayfront
Lido Lumiere - 455 in Bailey Hall From US $5,969
         

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New
House
Lido Lumiere - 455
  • View
  • Accessibility
  • Security/Safety

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Luxe & Spacious Double Villas, Hot Tub, Pool in Sarasota From US $4,996
         

New
House
Luxe & Spacious Double Villas, Hot Tub, Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Castle on the Bay Estate-St. Armands-Lido Beach-6 BD-Pool-Spa, Boat-Jet Ski Dock in Sarasota From US $4,666
         

10.0 (17 Reviews)
House
Castle on the Bay Estate-St. Armands-Lido Beach-6 BD-Pool-Spa, Boat-Jet Ski Dock
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxe & Spacious Double Villas, Hot Tub, Pool in Sarasota From US $4,640
         

New
House
Luxe & Spacious Double Villas, Hot Tub, Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Siesta Key Oceanfront Palace with Private Beach in Siesta Key From US $4,093
         

9.6 (22 Reviews)
House
Siesta Key Oceanfront Palace with Private Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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All Decked Out in Bailey Hall From US $4,077
         

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7.0 (1 Review)
House
All Decked Out
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxurious 55-Foot Yacht with Captain & First Mate in Sarasota From US $3,620
         

New
Boat Rental
Luxurious 55-Foot Yacht with Captain & First Mate
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Five Palms - 354 in Bailey Hall From US $3,556
         

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New
House
Five Palms - 354
  • Parking
  • Pet Friendly
  • View

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Top-Rated Vacation Rentals with a Pool in Bayfront

Over 1045+ Top-Rated Vacation Rentals with a Pool in or Near Bayfront
Island Vibes + Modern Comfort at Lido Beach! in Sarasota From US $310
         

10.0 (160 Reviews)
Condo
Island Vibes + Modern Comfort at Lido Beach!
  • Air Conditioner
  • Parking
  • Pool

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Charming Beach Bungalow with Private Pool and steps away from the Beach! in Sarasota From US $588
         

10.0 (155 Reviews)
Cottage
Charming Beach Bungalow with Private Pool and steps away from the Beach!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Roomy Cottage: 4bd3 ba; 2,000 sq ft; 5min thru dune 2 bch; priv pool VR22-00058 in Sarasota From US $627
         

10.0 (143 Reviews)
Cottage
Roomy Cottage: 4bd3 ba; 2,000 sq ft; 5min thru dune 2 bch; priv pool VR22-00058
  • Air Conditioner
  • Parking
  • Pool

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Stunning Siesta Key, . , Walk to Shell Beach, HEATED POOL 14 max in Sarasota From US $881
         

10.0 (133 Reviews)
House
Stunning Siesta Key, . , Walk to Shell Beach, HEATED POOL 14 max
  • Air Conditioner
  • Parking
  • Pool

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Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable in Sarasota From US $497
         

10.0 (115 Reviews)
House
Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable
  • Air Conditioner
  • Parking
  • Pet Friendly

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ROYS PLACE Romantic/Private Near Downtown and Beaches. Private Heated Pool! in Sarasota From US $221
         

10.0 (100 Reviews)
Apartment
ROYS PLACE Romantic/Private Near Downtown and Beaches. Private Heated Pool!
  • Air Conditioner
  • Parking
  • Pool

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Siesta Key Vacation Property W/Heated Pool and Beach Access in Sarasota From US $401
         

10.0 (77 Reviews)
House
Siesta Key Vacation Property W/Heated Pool and Beach Access
  • Air Conditioner
  • Parking
  • Pool

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2 Cottages Rented Together, Htd Pool, Near Beaches in Sarasota From US $281
         

10.0 (63 Reviews)
House
2 Cottages Rented Together, Htd Pool, Near Beaches
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet-Friendly Vacation Rentals in Bayfront

Over 987+ Pet-Friendly Vacation Rentals in or Near Bayfront
Lido Breeze Tropical Private Pool Home Near Beach & St. Armands in Sarasota From US $868
         

9.8 (99 Reviews)
House
Lido Breeze Tropical Private Pool Home Near Beach & St. Armands
  • Air Conditioner
  • Parking
  • Pet Friendly

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Modern & Fresh - Less than 3 miles to the Beach! in Sarasota From US $146
         

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8.5 (2 Reviews)
House
Modern & Fresh - Less than 3 miles to the Beach!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pineapple Paradise 1 13 min to Beach Fire Pit in Sarasota From US $369
         

New
Apartment
Pineapple Paradise 1 13 min to Beach Fire Pit
  • Pet Friendly
  • Child Friendly
  • Internet

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Charming Private Garden Cottage hide away in the heart of Sarasota in Sarasota From US $117
         

10.0 (163 Reviews)
House
Charming Private Garden Cottage hide away in the heart of Sarasota
  • Air Conditioner
  • Parking
  • Pet Friendly

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Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134 in Sarasota From US $280
         

9.8 (138 Reviews)
House
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134
  • Air Conditioner
  • Parking
  • Pet Friendly

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Arlington Park Amazing Location Pet Friendly 2 Master Suites Home in Sarasota From US $168
         

9.6 (76 Reviews)
House
Arlington Park Amazing Location Pet Friendly 2 Master Suites Home
  • Air Conditioner
  • Parking
  • Pet Friendly

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Balcony Studio, Historic & Highly Walkable nestled between High-End Residential in Sarasota From US $361
         

9.0 (6 Reviews)
Apartment
Balcony Studio, Historic & Highly Walkable nestled between High-End Residential
  • Air Conditioner
  • Parking
  • Pet Friendly

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❤️ Charming Coastal Pool Home - 1 Mile to Siesta Key - Relax & Unwind in Sarasota From US $691
         

9.8 (64 Reviews)
House
❤️ Charming Coastal Pool Home - 1 Mile to Siesta Key - Relax & Unwind
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Bayfront

Over 336+ Large Vacation Homes & Villas in or Near Bayfront
Casa Leone | Heated Pool & Spa, Pet Friendly, Putting Green in Siesta Key From US $521
         

9.2 (39 Reviews)
House
Casa Leone | Heated Pool & Spa, Pet Friendly, Putting Green
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lido Beach Villa in Sarasota From US $989
         

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10.0 (4 Reviews)
Villa
Lido Beach Villa
  • Air Conditioner
  • Parking
  • Pool

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Luxury Lido Key Getaway with heated saltwater pool on St Armand's Circle in Sarasota From US $330
         

New
House
Luxury Lido Key Getaway with heated saltwater pool on St Armand's Circle
  • Air Conditioner
  • Pool
  • Security/Safety

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Lido Key Luxury Pool Home–Perfect for Families Lido Shores Sanctuary by RVA in Sarasota From US $969
         

10.0 (6 Reviews)
House
Lido Key Luxury Pool Home–Perfect for Families Lido Shores Sanctuary by RVA
  • Air Conditioner
  • Parking
  • Pool

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Duplex-2 Apts, 4br/3bth/Playground, backyard walk to Downtown, LidoBeach - 8mins in sarasota From US $184
         

6.0 (3 Reviews)
House
Duplex-2 Apts, 4br/3bth/Playground, backyard walk to Downtown, LidoBeach - 8mins
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lido Lux Beach House in Sarasota From US $598
         

10.0 (64 Reviews)
House
Lido Lux Beach House
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Seagrape Villa -Family Friendly- Luxury Accommodation in Paradise in Sarasota From US $751
         

10.0 (57 Reviews)
House
The Seagrape Villa -Family Friendly- Luxury Accommodation in Paradise
  • Air Conditioner
  • Parking
  • Pool

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Entire private house VR24-00064 in Sarasota From US $560
         

10.0 (53 Reviews)
House
Entire private house VR24-00064
  • Air Conditioner
  • Parking
  • Pool

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Wheelchair Accessible Vacation Homes in Bayfront

Over 312+ Wheelchair Accessible Vacation Homes in or Near Bayfront
Simply Paradise! Updated Corner Unit Steps to Lido Beach & St. Armand's Circle, Pool, & Spa! in Sarasota From US $278
         

9.8 (51 Reviews)
Condo
Simply Paradise! Updated Corner Unit Steps to Lido Beach & St. Armand's Circle, Pool, & Spa!
  • Air Conditioner
  • Parking
  • Pool

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Su Casa Sarasota in Sarasota From US $249
         

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10.0 (1 Review)
House
Su Casa Sarasota
  • Air Conditioner
  • Parking
  • TV

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Art Ovation Hotel, Autograph Collection in Sarasota From US $184
         

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9.4 (1018 Reviews)
Hotel
Art Ovation Hotel, Autograph Collection
  • Air Conditioner
  • Parking
  • Pool

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First Lido - New pool deck, and landscaping, New elevator, Freshly painted in Sarasota From US $463
         

9.4 (13 Reviews)
Condo
First Lido - New pool deck, and landscaping, New elevator, Freshly painted
  • Air Conditioner
  • Parking
  • Pool

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St. Armands Circle Sarasota, Florida - Restaurants, Shopping, Beaches, Sun & Fun in Sarasota From US $243
         

10.0 (44 Reviews)
Condo
St. Armands Circle Sarasota, Florida - Restaurants, Shopping, Beaches, Sun & Fun
  • Air Conditioner
  • Parking
  • Pool

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Walk to St. Armands and Lido Key Beach/Gulf Views in Sarasota From US $1,213
         

10.0 (32 Reviews)
House
Walk to St. Armands and Lido Key Beach/Gulf Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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#1 Home on Lido Key - Steps to Beach & St. Armands in Sarasota From US $2,397
         

10.0 (27 Reviews)
House
#1 Home on Lido Key - Steps to Beach & St. Armands
  • Air Conditioner
  • Parking
  • Pet Friendly

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Waterfront, Pet-Friendly Condo with Pool, Spa, and Fitness Center near Downtown Sarasota in Sarasota From US $260
         

10.0 (25 Reviews)
Condo
Waterfront, Pet-Friendly Condo with Pool, Spa, and Fitness Center near Downtown Sarasota
  • Air Conditioner
  • Parking
  • Pet Friendly

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Bayfront Vacation Rentals and Airbnb Places to Stay Under $200

Over 691+ Bayfront Vacation Rentals and Airbnb Places to Stay Under $200
The Urban Cottage Downtown Sarasota in Sarasota From US $124
         

10.0 (5 Reviews)
Cottage
The Urban Cottage Downtown Sarasota
  • Air Conditioner
  • Parking
  • TV

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Jungalow Oasis in Sarasota From US $125
         

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New
House
Jungalow Oasis
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Pelican Gardens Villa 23 in Sarasota From US $185
         

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New
Condo
Pelican Gardens Villa 23
  • Parking
  • Pool
  • TV

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Charming Sarasota Home Near Beaches & Downtown, 3bed, 2 bath. in Sarasota From US $148
         

9.4 (37 Reviews)
House
Charming Sarasota Home Near Beaches & Downtown, 3bed, 2 bath.
  • Air Conditioner
  • Parking
  • TV

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Vacation delight! Cozy condo just steps from the beach and St. Armands circle. in Sarasota From US $190
         

10.0 (185 Reviews)
Condo
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
  • Air Conditioner
  • Parking
  • TV

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Always SeaSun, 2 bedroom Sleeps 5, Clean/Updated, Full Kitchen, Internet, Park in Sarasota From US $194
         

9.6 (10 Reviews)
House
Always SeaSun, 2 bedroom Sleeps 5, Clean/Updated, Full Kitchen, Internet, Park
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sarasota Downtown, Best Location For Your Vacation! in Sarasota From US $192
         

7.0 (4 Reviews)
House
Sarasota Downtown, Best Location For Your Vacation!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Downtown Sarasota Florida Vacation Rental, 2BR/2BA Apt, 5–10min to Lido & Siesta in Sarasota From US $117
         

9.0 (12 Reviews)
Apartment
Downtown Sarasota Florida Vacation Rental, 2BR/2BA Apt, 5–10min to Lido & Siesta
  • Air Conditioner
  • Parking
  • Pet Friendly

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Instantly Bookable Vacation Homes in Bayfront

Over 1473+ Instantly Bookable Vacation Homes in or Near Bayfront
Lido Key Oasis -Heated Pool/Walk to Beach & St. Armands - Separate In-Law Suite in Sarasota From US $470
         

10.0 (41 Reviews)
House
Lido Key Oasis -Heated Pool/Walk to Beach & St. Armands - Separate In-Law Suite
  • Air Conditioner
  • Parking
  • Pool

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Waterfront Relaxation - Modern Comfortable Condo in Sarasota From US $251
         

10.0 (14 Reviews)
Condo
Waterfront Relaxation - Modern Comfortable Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lido Beach Ocean View/POOL Sarasota Beachfront OFF SEASON RATES in Sarasota From US $221
         

9.4 (41 Reviews)
Condo
Lido Beach Ocean View/POOL Sarasota Beachfront OFF SEASON RATES
  • Air Conditioner
  • Parking
  • Pool

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Comfy 3bed/2bath with pool close to Downtown in Sarasota From US $244
         

9.2 (41 Reviews)
House
Comfy 3bed/2bath with pool close to Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Best Location w/Fenced Yard & Private Pool in Sarasota From US $217
         

9.0 (27 Reviews)
House
Best Location w/Fenced Yard & Private Pool
  • Air Conditioner
  • Parking
  • Pool

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Downtown Sarasota Suite in Historic District Walk to Opera, SelbyGardens, Dining in Sarasota From US $374
         

8.6 (7 Reviews)
Apartment
Downtown Sarasota Suite in Historic District Walk to Opera, SelbyGardens, Dining
  • Air Conditioner
  • Parking
  • Pet Friendly

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4/3, Private Pool, Walk to St. Armands and Beach in Sarasota From US $768
         

9.4 (20 Reviews)
House
4/3, Private Pool, Walk to St. Armands and Beach
  • Air Conditioner
  • Parking
  • Pool

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🦩Book Me Baby! Pool, Pet-Friendly Paradise Near Downtown Sarasota🦩 in Sarasota From US $220
         

9.6 (27 Reviews)
Cottage
🦩Book Me Baby! Pool, Pet-Friendly Paradise Near Downtown Sarasota🦩
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Bayfront Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wyknotcabin Bayfront, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bayfront. Places to stay near Bayfront with prices averaging US $85 a night.

Wyknotcabin makes it easy and safe to find and compare vacation rentals in Bayfront with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Bayfront

Type Count
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Bayfront

★ Pro Tip: Wyknotcabin makes it easy to compare the best listings on Wyknotcabin homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wyknotcabin homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bayfront.

Weather in Bayfront

View the weather forecast for Bayfront before booking your Bayfront Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Bayfront Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Bayfront?

There are a lot of options in Bayfront. If you plan on staying in the Bayfront area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bayfront:

How many vacation rentals are available in Bayfront?

Currently, the total number of properties listed in 2026 is over 1 in the Bayfront area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bayfront.