Sw Florida Beach Weddings - Vacation Rentals in Seaside

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME From US $249
         

Tropical Oasis: Stunning Pool Home in Bonita Springs From US $816
         

Private Beach West Bay Club, Estero, gated community From US $203
         

Luxury Retreat in Secret Paradise From US $509
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Seaside

Over 484+ Luxury Places to Stay in or Near Seaside
Tiki Paradise House & pool - 10 min to Beach! From US $1,237
         

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9.6 (7 Reviews)
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  • Air Conditioner
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  • Pet Friendly
Baydream Believer, "Come Sail Away" From US $823
         

9.8 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Seaside

Over 305+ Top-Rated Vacation Rentals with a Pool in or Near Seaside
Newly remodeled 3-bedroom condo in a bundled community From US $298
         

Renaissance Oasis Retreat From US $393
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Seaside

Over 109+ Pet-Friendly Vacation Rentals in or Near Seaside
Luxury Retreat in Secret Paradise From US $611
         

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9.5 (2 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Great Floor Level Condo in Gated Community From US $251
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • Pool
Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches From US $444
         

Charming 3-bedroom villa - Great Location with Hot tub From US $218
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Seaside on PetFriendly.io

Large Vacation Homes & Villas in Seaside

Over 32+ Large Vacation Homes & Villas in or Near Seaside
Luxury Tropical Oasis: 4-Bedroom Retreat From US $472
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Tropical Villa ~ 2 bed/2 bath in Estero, FL From US $183
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Beautiful South Facing Villa on Lake From US $226
         

9.8 (58 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Cozy Modern Spacious House Perfect Location From US $359
         

Breckenridge - New remodeled Villa with Golf! From US $252
         

8.8 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Seaside

Over 66+ Wheelchair Accessible Vacation Homes in or Near Seaside
Hyatt Regency Coconut Point Resort & Spa Near Naples From US $292
         

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8.8 (187 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Upgraded Osprey Cove condo with Lake View! From US $173
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
TownePlace Suites by Marriott Fort Myers Estero From US $179
         

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9.4 (493 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Pelican Sound Golf and River Club From US $227
         

Now Available! Florida golf resort with Ocean access. From US $276
         

Seaside Vacation Rentals and Airbnb Places to Stay Under $200

Over 189+ Seaside Vacation Rentals and Airbnb Places to Stay Under $200
Warmth and harmony await you. From US $159
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Fort Myers Estero From US $184
         

9.2 (849 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Calming Estero Home w/Community Pool & More! From US $167
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Cozy RV in a quiet Resort From US $109
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Instantly Bookable Vacation Homes in Seaside

Over 209+ Instantly Bookable Vacation Homes in or Near Seaside
Lakefront townhome near beach in Southwest Florida From US $237
         

Lake Vista: 2 BR, 2 BA House in Estero, Sleeps 6 From US $220
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Sunny Side Stay- Apartment in beautiful Ft. Myers! From US $107
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Amazing Outdoor kitchen & Private Screened In Pool From US $463
         

About Seaside Vacation Rentals

With more than 493 Seaside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Swfloridabeachweddings and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Seaside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Swfloridabeachweddings Seaside, 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 Seaside. Places to stay near Seaside are 720.73 ft² on average, with prices averaging $320 a night.

Swfloridabeachweddings makes it easy and safe to find and compare vacation rentals in Seaside 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 Seaside

Type Count
Vacation Homes 202
Holiday Apartments 56
Resorts 26
Villas 19
Hotels with Suites 13
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Seaside

Pro Tip: Swfloridabeachweddings makes it easy to compare the best listings on Swfloridabeachweddings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Swfloridabeachweddings 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 Seaside.

Weather in Seaside

View the weather forecast for Seaside before booking your Seaside 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

Seaside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Seaside?
How many vacation rentals are available in Seaside?

Currently, the total number of properties listed in 2026 is over 493 in the Seaside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Seaside.