Southside Rural Community Vacation Rentals

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Vacation Rentals in Southside Rural Community

1950s Retro Beach Bungalow directly on the Beach! Spectacular Views! John's Pass

Treasure Island FL

$326 nightly

$400 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home in Treasure Island (Sunshine Beach), you'll be steps from St. Petersburg - Clearwater Beaches and 8 minutes by foot from John's Pass Village & Boardwalk.

Kitchen

Washer

1950s Retro Inspired 3 Bedroom/2 Bath Beach House w/Amazing Deck! John's Pass

Treasure Island FL

$319 nightly

$356 total

Dec 22 - Dec 23

Total with taxes and fees

With a stay at this vacation home in Treasure Island (Sunshine Beach), you'll be steps from St. Petersburg - Clearwater Beaches and 8 minutes by foot from John's Pass Village & Boardwalk.

Kitchen

Washer

Charming cottage located close to beach - Private heated pool!

Anna Maria FL

When you stay at this vacation home in Anna Maria, you'll be by the sea, just steps from Anna Maria Beach and Bean Point Beach.

Pool

Kitchen

Spacious Tampa Pool Home with 5 Bedrooms. 5 minutes from Downtown Tampa.

Tampa FL

With a stay at this vacation home in Tampa (Davis Islands), you'll be within a 5-minute drive of Tampa Bay and Tampa Convention Center.

Pool

Hot Tub

Charming 2-Bedroom Home in the Heart of St. Petersburg

St. Petersburg FL

With a stay at this vacation home in St. Petersburg (Disston Heights), you'll be within a 10-minute drive of Tampa Bay and Salvador Dali Museum.

Washer

Dryer

3-bedroom house in sarasota fl

Sarasota FL

With a stay at this vacation home in Sarasota (Whitfield Estates), you'll be within a 15-minute drive of IMG Academy and Mall at University Town Center.

Kitchen

Washer

Charming 2-bedroom bungalow in Hyde Park Area of Tampa with WiFi, AC

Tampa FL

$295 nightly

$329 total

Dec 9 - Dec 10

Total with taxes and fees

Located in Tampa (Hyde Park), this vacation home is within a 15-minute walk of Tampa Bay and Tampa General Hospital.

Air conditioning

Wonderful bungalow completely remodeled in St. Petersburg

St. Petersburg FL

With a stay at this vacation home in St. Petersburg, you'll be a 3-minute drive from Tampa Bay and 9 minutes from Vinoy Park.

Washer

Dryer

2 BR 2 Full BA on Anna Maria Island just steps to Beach!

Bradenton Beach FL

When you stay at this vacation home in Bradenton Beach, you'll be by the sea, within a 15-minute drive of Coquina Beach and Anna Maria Beach.

Kitchen

Washer

NEW! Meet Me At Sunset! 3 Homes from the Beach!

Anna Maria FL

$1,329 nightly

$1,482 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

With a stay at this vacation home in Anna Maria, you'll be within a 5-minute drive of Bean Point Beach and Anna Maria Beach.

Pool

Hot Tub

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Bradenton Beach FL

When you stay at this vacation home in Bradenton Beach, you'll be by the sea, within a 15-minute drive of Coquina Beach and Bean Point Beach.

Kitchen

Washer

Beach Side Paradise - Luxury Home on the Beach

Bradenton Beach Florida

When you stay at this vacation home in Bradenton Beach, you'll be on the beach, within a 15-minute drive of Coquina Beach and Bean Point Beach.

Pool

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.